Organic Letters 2009-05-07

Highly efficient copper-catalyzed domino ring opening and Goldberg coupling cyclization for the synthesis of 3,4-dihydro-2H-1,4-benzoxazines.

R Koteshwar Rao, Ajay B Naidu, Govindasamy Sekar

Index: Org. Lett. 11(9) , 1923-6, (2009)

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Abstract

trans-3,4-Dihydro-2H-1,4-benzoxazine moieties can be synthesized by domino aziridine ring opening with o-iodophenols followed by the copper-catalyzed Goldberg coupling cyclization (intramolecular C(aryl)-N(amide) bond formation) with good to excellent yields.