The Diels–Alder reactivity of (E)-3-phenylsulfonylprop-2-enenitrile, a cyanoacetylene equivalent

PJ Bradley, DH Grayson

文献索引：Bradley, Pamela J.; Grayson, David H. Journal of the Chemical Society. Perkin Transactions 1, 2002 , # 15 p. 1794 - 1799

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被引用次数: 12

摘要

(E)-3-Phenylsulfonylprop-2-enenitrile undergoes facile Diels–Alder reactions, moderate regioselectivity being observed with several unsymmetrical dienes. Danishefsky's diene and furfuryl alcohol react regioselectively. The cycloadducts formed with cyclopentadiene and with anthracene undergo base-catalysed elimination of benzenesulfinic acid to yield α, β- unsaturated nitriles.