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Copper‐Catalyzed Alkylarylation of Unactivated Alkenes: Synthesis of 3‐Alkyl Indolines from N ‐Allyl Anilines and Alkanes
Author(s) -
Liang Deqiang,
Huo Bojie,
Dong Yongrui,
Wang Yan,
Dong Ying,
Wang Baoling,
Ma Yinhai
Publication year - 2019
Publication title -
chemistry – an asian journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.18
H-Index - 106
eISSN - 1861-471X
pISSN - 1861-4728
DOI - 10.1002/asia.201900176
Subject(s) - chemistry , alkyl , catalysis , substrate (aquarium) , alkylation , selectivity , copper , surface modification , salt (chemistry) , medicinal chemistry , organic chemistry , peroxide , combinatorial chemistry , oceanography , geology
A rare example of C(sp 3 )−H functionalization of simple alkanes with unactivated alkenes is presented. In the presence of a copper salt and di‐ tert ‐butyl peroxide (DTBP), N ‐allyl anilines underwent exo ‐selective alkylation/cyclization cascade with unactivated alkenic bonds as radical acceptors and simple alkanes as radical precursors, providing a direct access to 3‐alkyl indolines. The present protocol features simple operation, broad substrate scope and great exo selectivity.