Synlett

Investigation of the Reaction of o-Aminonitriles with Ketones: A New Modification of Friedländer Reaction and Structures of Its Products

J Li, L Zhang, D Shi, Q Li, D Wang, C Wang, Q Zhang…

Index: Li, Jiarong; Zhang, Lijun; Shi, Daxin; Li, Qing; Wang, Dong; Wang, Chunxia; Zhang, Qi; Zhang, Ling; Fan, Yanqiu Synlett, 2008 , # 2 p. 233 - 236

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Citation Number: 23

Abstract

Abstract A new modification of the Friedländer reaction is described and the new byproduct obtained from the reaction of o-aminonitriles and ketones was found to be 2, 3- dihydroquinazolin-4 (1H)-one. The mechanism probably involved the formation of an intermediate oxazine, via the Pinner reaction and its transformation into new products via the Dimroth rearrangement.