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Rhodium‐Catalyzed Regioselective C7‐Functionalization of N ‐Pivaloylindoles
Author(s) -
Xu Lanting,
Zhang Chao,
He Yupeng,
Tan Lushi,
Ma Dawei
Publication year - 2016
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/anie.201508117
Subject(s) - regioselectivity , rhodium , surface modification , catalysis , alkylation , chemistry , yield (engineering) , combinatorial chemistry , organic chemistry , materials science , metallurgy
An efficient rhodium‐catalyzed method for direct CH functionalization at the C7 position of a wide range of indoles has been developed. Good to excellent yields of alkenylation products were observed with acrylates, styrenes, and vinyl phenyl sulfones, whereas the saturated alkylation products were obtained in good yield with α,β‐unsaturated ketones. Both the N ‐pivaloyl directing group and the rhodium catalyst proved to be crucial for high regioselectivity and conversion.