Efficient strategy for construction of 6-carbamoylfulvene-6-carboxylate skeletons via [3+2] cycloaddition of 1-cyanocyclopropane 1-ester with beta-nitrostyrenes

摘要

An efficient and straightforward synthetic protocol has been developed for the preparation of 6-carbamoylfulvene-6-carboxylates via a cycloaddition reaction between 1-cyanocyclopropane 1-esters and beta-nitrostyrenes for the generation of a wide range of structurally interesting and pharmacologically significant compounds. The reaction utilises Et3N promoted C-C bond cleavage, two new C-C bond formations of 1-cyanocyclopropane 1-ester with beta-nitrostyrene and simultaneous conversion of a cyano group into amide in a domino fashion.