The Journal of Organic Chemistry

One-pot nonphotochemical synthesis of Dewar pyridones from alkynes and isocyanates

H Hogeveen, DM Kok

Index: Hogeveen, H.; Kok, D. M. Journal of Organic Chemistry, 1982 , vol. 47, # 6 p. 997 - 1001

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Citation Number: 7

Abstract

A one-pot synthesis of substituted 3-oxo-2-azabicyclo [2.2. 0] hex-5-enes (Dewar pyridones) from alkynes, aluminum halides, and isocyanates is deacribed. The mechanism of the reaction of isocyanates with the intermediate aluminum halide u complexes of cyclobutadienes is discussed on the basis of the substitution pattern of the obtained bicyclic products. The thermal and acid-promoted reactions of some of the compounds are ...