The Journal of Organic Chemistry

Use of. alpha.-anilino dienenitriles as nucleophiles in cycloadditions

JM Fang, CC Yang, YW Wang

Index: Fang, Jim-Min; Yang,Chau-Chen; Wang, Yu-Wen Journal of Organic Chemistry, 1989 , vol. 54, # 2 p. 477 - 481

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Citation Number: 15

Abstract

The a-anilino dienenitriles 1-5 were prepared. The dienes 1-3 reacted with dichlorocarbene and electrophiles containing electron-deficient double bonds such as maleic anhydride, benzoquinone, dimethyl acetylenediwboxylate, tetracyanoethylene, and chlorosulfonyl isocyanate. The diarylmethylamines 8-10, generated by cycloaddition of a-anilino dienenitriles and maleic anhydride, were successfully transformed into acridones 15-17. ...