An efficient sequential one-pot base mediated C-O and Pd-mediated C-C bond formation: synthesis of functionalized cinnamates and isochromenes

作者：Reddy A Gopi Krishna; Krishna J; Satyanarayana G^*

来源：Tetrahedron Letters, 2012, 53(42): 5635-5640.

DOI：10.1016/j.tetlet.2012.08.023

• Oxy-Michael addition
• Heck coupling
• Pd-catalysis
• Cinnamates
• Isochromenes

An efficient sequential one-pot intermolecular oxy-Michael addition and intermolecular Heck coupling for the synthesis of functionalized cinnamates is presented. Bulky tert-butyl acrylate was identified as a more suitable Michael acceptor for initial oxy-Michael addition, as it precludes the formation of undesired cross condensed ester. Most importantly, the present method was further divergently extended to the successful synthesis of isochromenes via a sequential one-pot O-allylation and subsequent intramolecular Heck cyclization.

• 出版日期2012-10-17