Metal-catalyzed 1, 2-shift of diverse migrating groups in allenyl systems as a new paradigm toward densely functionalized heterocycles

AS Dudnik, AW Sromek, M Rubina, JT Kim…

Index: Dudnik, Alexander S.; Sromek, Anna W.; Rubina, Marina; Kim, Joseph T.; Kel'in, Alexander V.; Gevorgyan, Vladimir Journal of the American Chemical Society, 2008 , vol. 130, # 4 p. 1440 - 1452

Full Text: HTML

Citation Number: 207

Abstract

A general, mild, and efficient 1, 2-migration/cycloisomerization methodology toward multisubstituted 3-thio-, seleno-, halo-, aryl-, and alkyl-furans and pyrroles, as well as fused heterocycles, valuable building blocks for synthetic chemistry, has been developed. Moreover, regiodivergent conditions have been identified for C-4 bromo-and thio-substituted allenones and alkynones for the assembly of regioisomeric 2-hetero substituted furans ...