A metal-free one-pot cascade synthesis of highly functionalized biaryl-2-carbaldehydes

作者:Challa Chandrasekhar; Vellekkatt Jamsheena; Ravindran Jaice; Lankalapalli Ravi S*
来源:Organic and Biomolecular Chemistry, 2014, 12(43): 8588-8592.
DOI:10.1039/c4ob01829j

摘要

A metal-free one-pot cascade annulation of acyclic substrates dienaminodioate, cinnamaldehydes and allyl amine was achieved for the synthesis of polyfunctional biaryl-2-carbaldehydes. The reaction proceeds at room temperature by a trifluoroacetic acid mediated Diels-Alder pathway. Synthetic applications of the resulting biaryl-2-carbaldehyde have been demonstrated by conversion into an array of diverse molecules with biological and materials chemistry relevance. The present work offers a complementary route to the existing metal mediated cross-coupling methods for the preparation of biaryls.

  • 出版日期2014