On water: silver-catalyzed domino approach for the synthesis of benzoxazine/oxazine-fused isoquinolines and naphthyridines from o-alkynyl aldehydes

…, D Choudhary, RK Saunthwal, V Rustagi…

Index: Verma, Akhilesh K.; Choudhary, Deepak; Saunthwal, Rakesh K.; Rustagi, Vineeta; Patel, Monika; Tiwari, Rakesh K. Journal of Organic Chemistry, 2013 , vol. 78, # 13 p. 6657 - 6669

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Citation Number: 38

Abstract

An operationally simple domino approach for the silver-catalyzed synthesis of oxazine/benzoxazine-fused isoquinolines 5a–q and naphthyridines 6a–v by the reaction of o-alkynyl aldehydes 3a–aa with amines having embedded nucleophiles 4a–d under mild reaction condition in water is described. The reaction shows selective C–N bond formation on the more electrophilic alkynyl carbon resulting in the formation of 6-endo-dig cyclized ...

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