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Rhodium‐Catalyzed Direct C7 Alkynylation of Indolines
Author(s) -
Jin Ning,
Pan Changduo,
Zhang Honglin,
Xu Pan,
Cheng Yixiang,
Zhu Chengjian
Publication year - 2015
Publication title -
advanced synthesis and catalysis
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.541
H-Index - 155
eISSN - 1615-4169
pISSN - 1615-4150
DOI - 10.1002/adsc.201401007
Subject(s) - chemistry , hypervalent molecule , alkynylation , rhodium , indoline , reagent , catalysis , combinatorial chemistry , yield (engineering) , functional group , annulation , iodine , selectivity , organic chemistry , materials science , polymer , metallurgy
An efficient rhodium(III)‐catalyzed direct C7 alkynylation of indoline CH bonds with the alkynylated hypervalent iodine reagents has been developed. This reaction proceeds smoothly under mild conditions over a wide structural scope with high site‐selectivity and excellent functional‐group tolerance. N ‐Acetyl as well as other N ‐acyls served as effective directing groups (DG). This procedure allows for the synthesis of a variety of 7‐alkynyl‐substituted indolines in good to excellent yield. More significantly, C7‐alkynylated indoles through further transformations have been successfully accessed.