Publication

[Original papers]

[48] “Identification of stomatal-regulating molecules from de novo arylamine collection through aromatic C–H amination”

Yosuke Toda,* Gregory J. P. Perry,† Shimpei Inoue,† Eri Ito,† Takahiro Kawakami, Mina R. Narouz, Koji Takahashi, Yusuke Aihara, Bumpei Maeda, Toshinori Kinoshita, Kenichiro Itami, Kei Murakami* (†Equal contribution)

Sci. Rep. 2022, 12, 949. DOI:10.1038/s41598-022-04947-z.

[47] “C–H Acyloxylation of Polycyclic Aromatic Hydrocarbons”

Yota Sakakibara, Kei Murakami,* Kenichiro Itami*

Org. Lett. 2022, 24, 602–607. DOI:/10.1021/acs.orglett.1c04030.

[46] “Photoredox-Catalyzed Benzylic Esterification via Radical-Polar Crossover”

Bumpei Maeda, Yota Sakakibara, Kei Murakami,* Kenichiro Itami* (†Equial contribution)

Org. Lett. 2021, 23, 5113–5117. Doi/10.1021/acs.orglett.1c01645 

[45] "Discovery of bactericides as an acute mitochondrial membrane damage inducer"

Ryan Houston, Yusuke Sekine, Mads B. Larsen, Kei Murakami, Steven J. Mullett, Stacy G. Wendell, Derek P. Narendra, Bill B. Chen, Shiori Sekine*

Mol. Biol. Cell 2021, 32, 21. DOI: 10.1091/mbc.E21-04-0191

[44] “Photo-induced arylation of carbazoles with aryldiazonium salts”

Bumpei Maeda, Genki Mori, Yota Sakakibara, Akiko Yagi, Kei Murakami,* Kenichiro Itami*
Asian J. Org. Chem. 2021, 10, 1428-1431. DOI: 10.1002/ajoc.202100191

[43] “Creation of negatively curved polyaromatics enabled by annulative coupling that forms an eight-membered ring”

Satoshi Matsubara,† Yoshito Koga,† Yasutomo Segawa, Kei Murakami,* Kenichiro Itami* (†Equial contribution)

Nature Catalysis 2020, 3, 710–718. DOI: 10.1038/s41929-020-0487-0.

[42] “Synthesis of Polybenzoacenes: Annulative Dimerization of Phenylene Triflate by Twofold C–H Activation”

Mizuho Uryu,† Taito Hiraga,† Yoshito Koga, Yutaro Saito, Kei Murakami,* Kenichiro Itami* (†Equial contribution)

Angew. Chem., Int. Ed. 2020, 59, 6551–6554. DOI: 10.1002/anie.202001211.

[41] “Roles of Base in the Pd-Catalyzed Annulative Chlorophenylene Dimerization”

Li-Ping Xu, Brandon E. Haines, Manjaly J. Ajitha, Kei Murakami, Kenichiro Itami*, Djamaladdin G. Musaev*

ACS Catal. 2020, 10, 3059–3073. DOI: 10.1021/acscatal.9b05328.

[40] “Rapid Access to Kinase Inhibitor Pharmacophore by Regioselective C–H Arylation of Thieno[2,3-

d]pyrimidine”

Shuya Yamada, Kaylin Nicole Flesch, Kei Murakami,* Kenichiro Itami*

Org. Lett. 2020, 22, 1547–1551. DOI:10.1021/acs.orglett.0c00143.

[39] “Dehydrogenative Synthesis of 2,2′-Bipyridyls through Regioselective Pyridine Dimerization”

Shuya Yamada, Takeshi Kaneda, Philip Steib, Kei Murakami,* Kenichiro Itami*

Angew. Chem., Int. Ed. 2019, 58, 8341–8345. DOI:10.1002/anie.201814701.

[38] “Annulative Synthesis of Benzofurans from General Alkenyl Sulfoxides and Phenols via

Pummerer/Sigmatropic Cascade”

Mitsuki Hori, Tomoyuki Yanagi, Kei Murakami, Keisuke Nogi, Hideki Yorimitsu*

Bull. Chem. Soc. Jpn. 2019, 92, 302–311. DOI:10.1246/bcsj.20180321.

[37] “Sigmatropic Dearomatization/Defluorination Strategy for C‐F Transformation: Synthesis of Fluorinated

Benzofurans from Polyfluorophenols”

Koichi Okamoto, Mitsuki Hori, Tomoyuki Yanagi, Kei Murakami, Keisuke Nogi, Hideki Yorimitsu*

Angew. Chem. Int. Ed. 2018, 57, 14230–14234. DOI: 10.1002/anie.201809035.

[36] “Gold-Catalyzed C-H Imidation of Polycyclic Aromatic Hydrocarbons”

Yip Shu Jan, Takahiro Kawakami, Kei Murakami,* Kenichiro Itami*

Asian J. Org. Chem. 2018, 7, 1372–1375. DOI: 10.1002/ajoc.201800293.

[35] “Late-Stage Functionalization of Arylacetic Acids by Photoredox-Catalyzed Decarboxylative Carbon–Heteroatom Bond Formation”

Yota Sakakibara, Eri Ito, Tomohiro Fukushima, Kei Murakami,* Kenichiro Itami*

Chem. Eur. J. 2018, 24, 9254–9258 DOI:10.1002/chem.201802143.

[34] “Photoredox-Catalyzed Decarboxylative Oxidation of Arylacetic Acids”

Yota Sakakibara, Phillippa Cooper, Kei Murakami,* Kenichiro Itami*

Chem. Asian J. 2018, 13, 2410–2413. DOI:10.1002/asia.201800529.

[33] “Synthesis of α-Fluoroimines by Copper-Catalyzed Reaction of Diarylacetylenes and N-Fluorobenzenesulfonimide

Shu Jan Yip, Tetsushi Yoshidomi, Kei Murakami,* Kenichiro Itami*

Chem. Lett. 2018, 47, 329–331. DOI: https://doi.org/10.1246/cl.171097

[32] “Synthesis of partially and fully fused polyaromatics by annulative chlorophenylene dimerization”

Yoshito Koga, Takeshi Kaneda, Yutaro Saito, Kei Murakami,* Kenichiro Itami*

Science 2018, 359, 435–439. DOI: 10.1126/science.aap9801

[31] “Direct Coupling of Naphthalene and Sulfonimides Promoted by DDQ and Blue Light”

Yota Sakakibara†, Eri Ito†, Takahiro Kawakami, Shuya Yamada, Kei Murakami,* Kenichiro Itami* (†Equal contribution)

Chem. Lett. 2017, 46, 1014–1016. DOI: http://dx.doi.org/10.1246/cl.170321

[30] “Catalytic Dehydrogenative C–H Imidation of Arenes Enabled by Photo-generated Hole Donation to Sulfonimide”

Eri Ito, Tomohiro Fukushima, Takahiro Kawakami, Kei Murakami,* Kenichiro Itami*

Chem 2017, 2, 383–392. [OPEN ARCHIVE]

[29] “Cu-Catalyzed aromatic C–H imidation with N-fluorobenzenesulfonimide: mechanistic details and predictive models”

Brandon E. Haines, Takahiro Kawakami, Keiko Kuwata, Kei Murakami, Kenichiro Itami* and Djamaladdin G. Musaev*

Chem. Sci. 2017, 8, 988–1001.

[28] “Palladium-Catalyzed Cross-Coupling of Aryl Chlorides with Arylsilatranes”

Yutaro Yamamoto, Alexandre Baralle, Anaïs Godefroy, Kei Murakami, Hideki Yorimitsu,* and Atsuhiro Osuka

Heterocycles 2017, 95, 568-574.

[27] “Metal-Free Approach to Biaryls from Phenols and Aryl Sulfoxides by Temporarily Sulfur-Tethered Regioselective C-H/C-H Coupling”

Tomoyuki Yanagi, Yuko Kasuga, Shinya Otsuka, Keisuke Fujimoto, Kei Murakami, Keisuke Nogi, Hideki Yorimitsu,* and Atsuhiro Osuka

J. Am. Chem. Soc. 2016, 138, 14582–14585.

[26] “Regiodivergent Cross-Dehydrogenative Coupling of Pyridines and Benzoxazoles: Discovery of Organic Halides as Regio-Switching Oxidants”

Shuya Yamada, Kei Murakami, and Kenichiro Itami*

Org. Lett. 2016, 18, 2415–2418.

[25]”Palladium-catalyzed C–H Arylation of Pyridines with Aryl Triflates”

Jiao Jiao, Kei Murakami, and Kenichiro Itami*

Chem. Lett. 2016, 45, 529-531.

[24]”Catalytic C–H Imidation of Aromatic Cores of Functional Molecules: Ligand-Accelerated Cu Catalysis and Application to Materials- and Biology-Oriented Aromatics”

Takahiro Kawakami, Kei Murakami, and Kenichiro Itami*

J. Am. Chem. Soc. 2015, 137, 2460–2463.

[23]”Transition-Metal-Free Synthesis of Carbazoles and Indoles by an SNAr-Based “Aromatic Metamorphosis” of Thiaarenes”

M. Bhanuchandra, Kei Murakami, Dhananjayan Vasu, Hideki Yorimitsu* and Atsuhiro Osuka

Angew. Chem. Int. Ed. 2015, 54, 10234–10238.

[22]”Nickel–NHC-Catalyzed Cross-Coupling of 2-Methylsulfanylbenzofurans with Alkyl Grignard Reagents”

Alexandre Baralle, Shinya Otsuka, Vincent Guérin, Kei Murakami, Hideki Yorimitsu,* Atsuhiro Osuka

Synlett 2015, 26, 327330.

[21] “Activator-Free Palladium-Catalyzed Silylation of Aryl Chlorides with Silylsilatranes”

Yutaro Yamamoto, Hiroshi Matsubara,* Kei Murakami, Hideki Yorimitsu,* Atsuhiro Osuka

Chem. Asian J. 2015, 10, 219224.

[20] “Two-step, Practical, and Diversity-Oriented Synthesis of Multisubstituted Benzofurans from Phenols through Pummerer Annulation Followed by Cross-coupling”

Kei Murakami, Hideki Yorimitsu,* Atsuhiro Osuka

Bull. Chem. Soc. Jpn. 2014, 87, 13491366.

[19] “Palladium-catalyzed Cross-coupling of Unactivated Aryl Sulfides with Arylzinc Reagents under Mild Conditions”

Shinya Otsuka, Daishi Fujino, Kei Murakami, Hideki Yorimitsu,* Atsuhiro Osuka

Chem. Eur. J. 2014, 20, 13146–13149.

[18] “Palladium-Catalyzed Amination of Aryl Sulfides with Anilines”

Tomohiro Sugahara, Kei Murakami,* Hideki Yorimitsu,* Atsuhiro Osuka

Angew. Chem. Int. Ed. 2014, 53, 9329–9333.

[17] “Practical, Modular, and General Synthesis of Benzofurans through Extended Pummerer Annulation/Cross-coupling Strategy”

Kei Murakami, Hideki Yorimitsu,* Atsuhiro Osuka

Angew. Chem. Int. Ed. 2014, 53, 7510–7513.

[16] “Amination of meso-Bromoporphyrins and 9-Haloanthracenes with Diarylamines Catalyzed by Pd-PEPPSI Complex”

Yuko Suzuki, Norihito Fukui, Kei Murakami, Hideki Yorimitsu,* Atsuhiro Osuka*

Asian J. Org. Chem. 2013, 2, 1066−1071.

[15] “Practical and Scalable Syntheses of Substituted Ketene Dithioacetal Monoxides”

Kei Murakami, Hideki Yorimitsu,* Atsuhiro Osuka

Bull. Chem. Soc. Jpn. 2013, 86, 1193−1195.

[14] “Demetalation of Metal Porphyrins via Magnesium Porphyrins by Reaction with Grignard Reagents”

Kei Murakami, Yutaro Yamamoto, Hideki Yorimitsu,* Atsuhiro Osuka*

Chem. Eur. J. 2013, 19, 9123−9126.

[13] “Copper-Catalyzed Extended Pummerer Reactions of Ketene Dithioacetal Monoxides with Alkynyl Sulfides and Ynamides with an Accompanying Oxygen Rearrangement ”

Kei Murakami, Junichi Imoto, Hiroshi Matsubara,* Suguru Yoshida, Hideki Yorimitsu,* Koichiro Oshima*

Chem. Eur. J. 2013, 19, 5625–5630.

[12] “A General Approach to the Basiliolide/Transtaganolide Natural Products: The Total Synthesis of Basiliolide B, epi-8-Basiliolide B, Transtaganolide C, and Transtaganolide D”

Hosea M. Nelson, Kei Murakami, Scott C. Virgil, Brian M. Stoltz*

Angew. Chem. Int. Ed. 2011, 50, 3688–3691.

[11] “Synthesis of Tetraorganosilanes: (Chloromethyl)dimethylphenylsilane”

Kei Murakami, Hideki Yorimitsu,* Koichiro Oshima* Checked by Jane Panteleev, Mark Lautens

Org. Synth. 2010, 87, 178–183.

[10]”Rhodium-Catalyzed Arylzincation of Terminal Allenes Providing Allylzinc Reagents and Its Application to Versatile Three-component Coupling Reaction”

Yuji Yoshida, Kei Murakami, Hideki Yorimitsu,* Koichiro Oshima*

J. Am. Chem. Soc. 2010, 132, 8878–8879.

[9] “Cobalt-Catalyzed Benzylzincation of Alkynes”

Kei Murakami, Hideki Yorimitsu,* Koichiro Oshima*

Chem. Eur. J. 2010, 16, 7688–7691.

[8] “Silver-Catalyzed Benzylation and Allylation of Tertiary Alkyl Bromides with Organozinc Reagents”

Yukihiro Mitamura, Yoshihiro Asada, Kei Murakami, Hidenori Someya, Hideki Yorimitsu,* Koichiro Oshima*

Chem. Asian J. 2010, 5, 1487–1493.

[7] “Copper-Catalyzed Arylation of Chlorosilanes with Grignard Reagents”

Eiji Morita, Kei Murakami, Masayuki Iwasaki, Koji Hirano, Hideki Yorimitsu,* Koichiro Oshima*

Bull. Chem. Soc. Jpn. 2009, 82, 1012–1014.

[6] “Cobalt-Catalyzed Arylzincation of Alkynes”

Kei Murakami, Hideki Yorimitsu,* Koichiro Oshima*

Org. Lett. 2009, 11, 2373–2375.

[5] “Zinc-Catalyzed Nucleophilic Substitution Reaction of Chlorosilanes with Organomagnesium Reagents”

Kei Murakami, Hideki Yorimitsu,* Koichiro Oshima*

J. Org. Chem. 2009, 74, 1415−1417.

[4] “Silver-Catalyzed Transmetalation between Chlorosilanes and Aryl and Alkenyl Grignard Reagents for Synthesis of Tetraorganosilanes”

Kei Murakami, Koji Hirano, Hideki Yorimitsu,* Koichiro Oshima*

Angew. Chem. Int. Ed. 2008, 47, 5833–5835.

[3] “Generation of Rhodium Enolates via Retro-Aldol Reaction and Its Application to Regioselective Aldol Reaction”

Kei Murakami, Hirohisa Ohmiya, Hideki Yorimitsu,* Koichiro Oshima*

Tetrahedron Lett. 2008, 49, 2388–2390.

[2] “Nickel-Catalyzed Carbometalation Reactions of [2-(1-Propynyl)phenyl]methanol with 1-Alkenylmagnesium Reagents”

Kei Murakami, Hirohisa Ohmiya, Hideki Yorimitsu,* Koichiro Oshima*

Chem. Lett. 2007, 36, 1066−1067.

[1] “Chromium-Catalyzed Arylmagnesiation of Alkynes”

Kei Murakami, Hirohisa Ohmiya, Hideki Yorimitsu,* Koichiro Oshima*

Org. Lett. 2007, 9, 1569−1571.

 

[Review & Accounts]

[8] "Switchable Divergent Synthesis Using Photocatalysis"
Yota Sakakibara, Kei Murakami*
ACS Catal. 2022, 12, 1857–1878. DOI/10.1021/acscatal.1c05318
[7]“Synthesis of octagon-containing molecular nanocarbons”
Greco González Miera, Satoshi Matsubara, Hideya Kono, Kei Murakami,* Kenichiro Itami*
Chem. Sci. 2022, 13, 1848–1868. DOI:/10.1039/D1SC05586K.
[6] “Polycyclic Arene Synthesis by Annulative π-Extension”
Hideto Ito, Yasutomo Segawa, Kei Murakami, Kenichiro Itami*
J. Am. Chem. Soc. 2019, 141, 3–10. DOI: 10.1021/jacs.8b09232.
[5] “Aromatic C–H amination: a radical approach for adding new functions into biology- and materials-oriented aromatics"
Kei Murakami,*Gregory J. P. Perry, Kenichiro Itami*
Org. Biomol. Chem. 2017, 15, 6071–6075. DOI: 10.1039/C7OB00985B
[4] “C–H Functionalization of Azines”
Kei Murakami,* Shuya Yamada, Takeshi Kaneda, Kenichiro Itami*
Chem. Rev. 2017, 117, 9302–9332.
[3] “Catalytic Methods for Aromatic C–H Amination: An Ideal Strategy for Nitrogen-Based Functional
Molecules”

Jiao Jiao, Kei Murakami, Kenichiro Itami*
ACS Catal. 2016, 6, 610-633.
[2] “Aromatic Metamorphosis of Dibenzothiophenes”
Hideki Yorimitsu,* Dhananjayan Vasu, M. Bhanuchandra, Kei Murakami, Atsuhiro Osuka
Synlett 2016, 27, 1765–1774.
[1] “Recent Advances in Transition-Metal-Catalyzed Intermolecular Carbomagesiation and Carbozincation”
Kei Murakami, Hideki Yorimitsu*
Beilstein J. Org. Chem. 2013, 9, 278–302.