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Domino Heck–Aza‐Michael Reactions: A One‐Pot, Sequential Three‐Component Approach to 1,1‐Dioxido‐1,2‐benzisothiazoline‐3‐acetic Acid
Author(s) -
Rolfe Alan,
Young Kyle,
Hanson Paul R.
Publication year - 2008
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.200800651
Subject(s) - domino , chemistry , michael reaction , intramolecular force , acetic acid , heck reaction , combinatorial chemistry , organic chemistry , catalysis , palladium
Abstract The development of a new method for the synthesis of 1,1‐dioxido‐1,2‐benzisothiazoline‐3‐acetic acid by a domino process is reported whereby a classical Heck reaction is coupled to an intramolecular aza‐Michael reaction. Ultimately, this method has been expanded to a one‐pot, sequential three‐component protocol to generate diverse benzofused γ‐sultams from a range of commercially available α‐bromobenzenesulfonyl chlorides, amines and Michael acceptors. (© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2008)