Organic Letters
Organic Letters
5 years ago

Synthesis of Functionalized Biaryls and Poly(hetero)aryl Containing Medium-Sized Lactones with Cyclic Diaryliodonium Salts

Synthesis of Functionalized Biaryls and Poly(hetero)aryl Containing Medium-Sized Lactones with Cyclic Diaryliodonium Salts
Min Liu, Hao Xie, Tao Hu, Mingruo Ding, Fengzhi Zhang
A novel one-pot procedure is described for the transition-metal catalyzed sequential difunctionalization of diaryliodonium reagents. Reaction of commercially available anthranilic acid derivatives with readily available cyclic diaryliodonium salts followed by a Sonogashira coupling afforded various alkyne substituted biaryls in good to excellent yields. The functionalized biaryls were then utilized for the rapid and efficient one-pot synthesis of novel poly(hetero)aryl containing 10-membered lactones which are potential G-quadruplex binders and telomerase inhibitors.

Publisher URL: http://dx.doi.org/10.1021/acs.orglett.7b00933

DOI: 10.1021/acs.orglett.7b00933

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