Copper-mediated synthesis of substituted 2-aryl-N-benzylbenzimidazoles and 2-arylbenzoxazoles via C-H functionalization/C-N/C-O bond formation

Authors

Murali Mohan Guru, Indian Institute of Technology Guwahati
Md Ashif Ali, Indian Institute of Technology Guwahati
Tharmalingam Punniyamurthy, Indian Institute of Technology Guwahati

Abstract

An efficient method for the transformation of N-benzyl bisarylhydrazones and bisaryloxime ethers to functionalized 2-aryl-N-benzylbenzimidazoles and 2-arylbenzoxazoles is described. The protocol involves a copper(II)-mediated cascade C-H functionalization/C-N/C-O bond formation under neutral conditions. Substrates having either electron-donating or -withdrawing substituents undergo the cyclization to afford the target heterocycles at moderate temperature. © 2011 American Chemical Society.

Publication Title

Journal of Organic Chemistry

Recommended Citation

Guru, M., Ali, M., & Punniyamurthy, T. (2011). Copper-mediated synthesis of substituted 2-aryl-N-benzylbenzimidazoles and 2-arylbenzoxazoles via C-H functionalization/C-N/C-O bond formation. Journal of Organic Chemistry (13), 5295-5308. https://doi.org/10.1021/jo2005632