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Catalytic Boracarboxylation of Alkynes with Diborane and Carbon Dioxide by an N‑Heterocyclic Carbene Copper Catalyst

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journal contribution
posted on 05.09.2012, 00:00 by Liang Zhang, Jianhua Cheng, Béatrice Carry, Zhaomin Hou
By the use of an N-heterocyclic carbene copper­(I) complex as a catalyst, the boracarboxylation of various alkynes (e.g., diaryl alkynes, aryl/alkyl alkynes, and phenylacetylene) with a diborane compound and carbon dioxide has been achieved for the first time, affording the α,β-unsaturated β-boralactone derivatives regio- and stereoselectively via a borylcupration/carboxylation cascade. Some important reaction intermediates were isolated and structurally characterized to clarify the reaction mechanism.