Title of article :
Synthesis of 1-vinylpyrrole-2-carbonitriles
Author/Authors :
Trofimov، نويسنده , , Boris A. and Vasil’tsov، نويسنده , , Alexander M. and Mikhaleva، نويسنده , , Al’bina I. and Ivanov، نويسنده , , Andrey V. and Skital’tseva، نويسنده , , Elena V. and Schmidt، نويسنده , , Elena Yu. and Senotrusova، نويسنده , , Elena Yu. and Ushakov، نويسنده , , Igor A. and Petrushenko، نويسنده , , Konstantin B.، نويسنده ,
Issue Information :
هفته نامه با شماره پیاپی سال 2009
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 :
1-Vinylpyrrole-2-carbaldehyde oximes , 1-Vinylpyrroles , 1-Vinylpyrrole-2-carbonitriles , Acetic anhydride , Acetylene
Journal title :
Tetrahedron Letters
Journal title :
Tetrahedron Letters
