Nickel-catalyzed cross-coupling of neopentyl arenesulfonates with methyl and primary alkylmagnesium bromides

  • Cho, Chul-Hee; 
  • Sun, Myungchul; 
  • Seo, Yong-Seok; 
  • Kim, Chul-Bae; 
  • Park, Kwangyong
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초록

Neopentyl arenesulfonates were reacted with methyl and primary alkylmagnesium bromides in the presence of dppeNiCl(2), via the nucleophilic aromatic substitution of neopentyloxysulfonyl groups by the primary alkyl nucleophiles, to produce the corresponding alkylarenes in good yields. This result shows that the alkyloxysulfonyl group might be a suitable alternative to halides and triflate in some circumstances.

키워드

ALKYL GRIGNARD-REAGENTS; CARBON BOND FORMATION; ORGANIC HALIDES; PHOSPHINE COMPLEXES; ARYL CHLORIDES; ELECTROPHILES; DERIVATIVES; TOSYLATES; IODIDES; SCOPE
제목
Nickel-catalyzed cross-coupling of neopentyl arenesulfonates with methyl and primary alkylmagnesium bromides
저자
Cho, Chul-Hee; Sun, Myungchul; Seo, Yong-Seok; Kim, Chul-Bae; Park, Kwangyong
DOI
10.1021/jo048300c
발행일
2005-02
유형
Article
저널명
The Journal of Organic Chemistry
권
70
호
4
페이지
1482 ~ 1485