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Sunday, 23 November 2014 00:00

35. Copper-Catalyzed Oxidative Ring Closure and Carboarylation of 2-Ethynylanilides

Copper-Catalyzed Oxidative Ring Closure and Carboarylation of 2-Ethynylanilides, Ádám Sinai, Ádám Mészáros, Tamás Gáti, Veronika Kudar , Anna Palló, Zoltán Novák, Org. Lett. 2013, 15, 5654–5657. DOI: 10.1021/ol402600r | [Full Text Link] [Supp. Info Link, CIF1, CIF2]

A new copper-catalyzed oxidative ring closure of ethynyl anilides with diaryliodonium salts was developed for the highly modular construction of benzoxazines bearing a fully substituted exo double bond. The oxidative transformation includes an unusual 6-exo-dig cyclization step with the formation of C–O and C–C bonds.

 

zng pub 35