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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 24, 1994 - Issue 2
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Original Articles

N-p-Toluenesulfonylpyrroles from 1,3-Dienes

Peter J. Harrington Syntex Group Technology Center, 2075 North 55th Street, Boulder, 80301, Colorado
&
Ignacio H. Sanchez Syntex Group Technology Center, 2075 North 55th Street, Boulder, 80301, Colorado
Pages 175-180 | Received 08 Jul 1993, Published online: 23 Sep 2006
 
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Abstract

1,3-Dienes can be converted to N-p-toluenesulfonylpyrroles in two steps: 1) [4+2]-cycloaddition with N-sulfinyl-p-toluenesulfonamide and 2) conversion of the 3,6-dihydro-1,2-thiazine oxide adduct to a pyrrole using triethylamine-trimethylphosphite.

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