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Rhodium‐Catalyzed Propargylic Substitution: A Divergent Approach to Propargylic and Allenyl Sulfonamides
Author(s) -
Evans P. Andrew,
Lawler Michael J.
Publication year - 2006
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.200600615
Subject(s) - amination , isomerization , rhodium , aryl , catalysis , chemistry , substitution (logic) , combinatorial chemistry , organic chemistry , medicinal chemistry , computer science , programming language , alkyl
Construction work : Rh‐catalyzed propargylic amination provides an efficient, versatile method for the preparation of aliphatic propargylic sulfonamides. This Rh‐catalyzed variant has a divergent nature, from which aryl‐substituted propargylic and allenyl sulfonamides can be constructed. A one‐pot two‐component Rh‐catalyzed propargylic amination/isomerization followed by a [4+2] carbocyclization demonstrates the synthetic utility of this divergent behavior.