Catalytic method for the synthesis of C-N-linked BI(HETEROARYL)S using heteroaryl ethers and N -Benzoyl heteroarenes

Saori Tanii; Mieko Arisawa; Takaya Tougo; Masahiko Yamaguchi

doi:10.1021/acs.orglett.8b00245

Catalytic method for the synthesis of C-N-linked BI(HETEROARYL)S using heteroaryl ethers and N -Benzoyl heteroarenes

Saori Tanii, Mieko Arisawa, Takaya Tougo, Masahiko Yamaguchi

研究成果: ジャーナルへの寄稿 › 学術誌 › 査読

10 被引用数 (Scopus)

抄録

C-N-linked bi(heteroaryl)s are synthesized by a rhodium-catalyzed N-heteroarylation reaction of N-benzoyl heteroarenes including azoles/azolones, pyridones, cyclic ureas, and cyclic imides using heteroaryl aryl ethers. The reaction involves the covalent bond-exchange reaction of N-CO and HetAr-O bonds without using metal bases and exhibits a broad applicability, giving diverse C-N-linked bi(heteroaryl)s containing five- and six-membered heteroarenes. The N-heteroarylation of N-H azoles/azolones and pyridone proceeds at higher reaction temperatures.

本文言語	英語
ページ（範囲）	1756-1759
ページ数	4
ジャーナル	Organic letters
巻	20
号	7
DOI	https://doi.org/10.1021/acs.orglett.8b00245
出版ステータス	出版済み - 4月 6 2018
外部発表	はい

!!!All Science Journal Classification (ASJC) codes

生化学
物理化学および理論化学
有機化学

文献へのアクセス

10.1021/acs.orglett.8b00245

他のファイルとリンク

引用スタイル

@article{fe7a7006970b4787bb00481d1107a598,

title = "Catalytic method for the synthesis of C-N-linked BI(HETEROARYL)S using heteroaryl ethers and N -Benzoyl heteroarenes",

abstract = "C-N-linked bi(heteroaryl)s are synthesized by a rhodium-catalyzed N-heteroarylation reaction of N-benzoyl heteroarenes including azoles/azolones, pyridones, cyclic ureas, and cyclic imides using heteroaryl aryl ethers. The reaction involves the covalent bond-exchange reaction of N-CO and HetAr-O bonds without using metal bases and exhibits a broad applicability, giving diverse C-N-linked bi(heteroaryl)s containing five- and six-membered heteroarenes. The N-heteroarylation of N-H azoles/azolones and pyridone proceeds at higher reaction temperatures.",

author = "Saori Tanii and Mieko Arisawa and Takaya Tougo and Masahiko Yamaguchi",

note = "Funding Information: This research was supported by the Platform Project for Supporting Drug Discovery and Life Science Research funded by Japan Agency for Medical Research and Development (AMED), JSPS KAKENHI Grant Nos. 17K19112 and 15H00911, and Tohoku University Center for Gender Equality Promotion (TUMUG). Publisher Copyright: {\textcopyright} 2018 American Chemical Society.",

year = "2018",

month = apr,

day = "6",

doi = "10.1021/acs.orglett.8b00245",

language = "English",

volume = "20",

pages = "1756--1759",

journal = "Organic letters",

issn = "1523-7060",

publisher = "American Chemical Society",

number = "7",

}

TY - JOUR

T1 - Catalytic method for the synthesis of C-N-linked BI(HETEROARYL)S using heteroaryl ethers and N -Benzoyl heteroarenes

AU - Tanii, Saori

AU - Arisawa, Mieko

AU - Tougo, Takaya

AU - Yamaguchi, Masahiko

N1 - Funding Information: This research was supported by the Platform Project for Supporting Drug Discovery and Life Science Research funded by Japan Agency for Medical Research and Development (AMED), JSPS KAKENHI Grant Nos. 17K19112 and 15H00911, and Tohoku University Center for Gender Equality Promotion (TUMUG). Publisher Copyright: © 2018 American Chemical Society.

PY - 2018/4/6

Y1 - 2018/4/6

N2 - C-N-linked bi(heteroaryl)s are synthesized by a rhodium-catalyzed N-heteroarylation reaction of N-benzoyl heteroarenes including azoles/azolones, pyridones, cyclic ureas, and cyclic imides using heteroaryl aryl ethers. The reaction involves the covalent bond-exchange reaction of N-CO and HetAr-O bonds without using metal bases and exhibits a broad applicability, giving diverse C-N-linked bi(heteroaryl)s containing five- and six-membered heteroarenes. The N-heteroarylation of N-H azoles/azolones and pyridone proceeds at higher reaction temperatures.

AB - C-N-linked bi(heteroaryl)s are synthesized by a rhodium-catalyzed N-heteroarylation reaction of N-benzoyl heteroarenes including azoles/azolones, pyridones, cyclic ureas, and cyclic imides using heteroaryl aryl ethers. The reaction involves the covalent bond-exchange reaction of N-CO and HetAr-O bonds without using metal bases and exhibits a broad applicability, giving diverse C-N-linked bi(heteroaryl)s containing five- and six-membered heteroarenes. The N-heteroarylation of N-H azoles/azolones and pyridone proceeds at higher reaction temperatures.

UR - http://www.scopus.com/inward/record.url?scp=85045104367&partnerID=8YFLogxK

UR - http://www.scopus.com/inward/citedby.url?scp=85045104367&partnerID=8YFLogxK

U2 - 10.1021/acs.orglett.8b00245

DO - 10.1021/acs.orglett.8b00245

M3 - Article

C2 - 29528237

AN - SCOPUS:85045104367

SN - 1523-7060

VL - 20

SP - 1756

EP - 1759

JO - Organic letters

JF - Organic letters

IS - 7

ER -

Catalytic method for the synthesis of C-N-linked BI(HETEROARYL)S using heteroaryl ethers and N -Benzoyl heteroarenes

抄録

!!!All Science Journal Classification (ASJC) codes

文献へのアクセス

他のファイルとリンク

フィンガープリント

引用スタイル