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Gold‐ and Indium‐Catalyzed Synthesis of 3‐ and 6‐Sulfonylindoles from ortho‐ Alkynyl‐ N ‐sulfonylanilines
Author(s) -
Nakamura Itaru,
Yamagishi Uichiro,
Song Dschun,
Konta Sayaka,
Yamamoto Yoshinori
Publication year - 2007
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.200604038
Subject(s) - indium , intramolecular force , catalysis , chemistry , medicinal chemistry , combinatorial chemistry , stereochemistry , organic chemistry
Consecutive formation of CN and CS bonds : The gold‐catalyzed intramolecular aminosulfonylation of 2 ‐ alkynyl‐ N ‐sulfonylanilines 1 (R 1 =H) produces 3‐sulfonylindoles 2 in good to high yields, whereas the indium‐catalyzed aminosulfonylation of 2‐alkynyl‐6‐methoxy‐ N ‐sulfonylanilines 1 (R 1 =MeO) affords 6‐sulfonylindoles 3 as the major products (see scheme).