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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 31, 2001 - Issue 7
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Original Articles

AZA-DIELS-ALDER REACTIONS OF 2-(PHENYLTHIO)-1,3-BUTADIENE WITH SIMPLE IMINIUM SALTS

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Pages 1097-1104 | Received 10 Apr 2000, Published online: 09 Nov 2006
 

Abstract

The titled compound 2 was readily prepared by thermal desulfonylation of 3-(phenylthio)-3-sulfolene (1). The aza-Diels-Alder reactions of 2 with some simple iminium salts gave the cyclized products 37 in good yield with complete control of regiochemistry.

ACKNOWLEDGMENTS

Financial support of this work by the National Science Council of the Republic of China is gratefully acknowledged (NSC 88-2113-M-030-005).

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