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Synthesis 2003(6): 0859-0862
DOI: 10.1055/s-2003-38690
DOI: 10.1055/s-2003-38690
PAPER
© Georg Thieme Verlag Stuttgart ˙ New York
Synthesis of Polysubstituted Pyrroles: Further Advances in the Reactivity of δ-Dienamino Esters
Further Information
Received
22 January 2003
Publication Date:
16 April 2003 (online)
Publication History
Publication Date:
16 April 2003 (online)
Abstract
A series of polysubstituted pyrroles 3 have been synthesized efficiently in two or three steps starting from primary amines 1. The key step of this process is the bromocyclization of δ-dienamino esters 2. The chemoselectivity of this reaction is discussed. AM1 calculations confirmed the observed reactivity.
Key words
pyrrole - enamino ester - pyridone - iminium ion
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