Preparation of unsymmetrical terphenyls via the nickel-catalyzed cross-coupling of alkyl biphenylsulfonates with aryl Grignard reagents

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초록

Unsymmetrical terphenyl derivatives were prepared by sequential transition metal-catalyzed cross-coupling reactions of neopentyl bromobenzenesulfonates with arylboronic acids and arylmagnesium bromides in good yields. Biphenylsulfonates undergo nickel-catalyzed coupling reactions more rapidly than the corresponding benzenesulfonates. The stepwise palladium- and nickel-catalyzed reaction of the bromobenzenesulfonates appears to be a promising and conceptually straightforward route for preparing unsymmetrical terphenyls. (C) 2004 Elsevier Ltd. All rights reserved.

키워드

unsymmetrical terphenyls; cross-coupling; alkyl biphenylsulfonates; CARBON-CARBON BONDS; UNACTIVATED NEOPENTYL IODIDES; SELECTIVE MONO-ARYLATION; ONE-STEP TRANSFORMATIONS; ASPERGILLUS-CANDIDUS; ORGANIC ELECTROPHILES; CONVENIENT SYNTHESIS; INDUCED CONVERSION; ENOL ETHERS; DERIVATIVES
제목
Preparation of unsymmetrical terphenyls via the nickel-catalyzed cross-coupling of alkyl biphenylsulfonates with aryl Grignard reagents
저자
Cho, Chul-Hee; Kim, In-Sook; Park, Kwangyong
DOI
10.1016/j.tet.2004.03.072
발행일
2004-05
유형
Article
저널명
Tetrahedron
권
60
호
21
페이지
4589 ~ 4599