Article ID | Journal | Published Year | Pages | File Type |
---|---|---|---|---|
5276282 | Tetrahedron Letters | 2009 | 4 Pages |
Abstract
A new highly synthetically potent series of bifunctional pyrroles, 1-vinylpyrrole-2-carbonitriles, were synthesized from readily available 1-vinylpyrrole-2-carbaldehyde oximes by two methods: (1) reaction with acetylene (KOH/DMSO, 70 °C, 10 min, yields 58-67%) and (2) reaction with acetic anhydride (90-100 °C, 5 h, yields 83-93%). Starting from 2-phenyl-1-vinylpyrrole, the one-pot synthesis of the corresponding 1-vinyl-2-carbonitrile was accomplished directly by successive treatment with a DMF/(COCl)2 complex, NH2OH·HCl/NaOAc, and acetic anhydride (yield 58%).
Keywords
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Physical Sciences and Engineering
Chemistry
Organic Chemistry
Authors
Boris A. Trofimov, Alexander M. Vasil'tsov, Al'bina I. Mikhaleva, Andrey V. Ivanov, Elena V. Skital'tseva, Elena Yu. Schmidt, Elena Yu. Senotrusova, Igor A. Ushakov, Konstantin B. Petrushenko,