Generation and metathesis of azomethine imines in reaction of 6-aryl-1, 5-diazabicyclo [3.1. 0] hexanes with het (aryl) methylidenemalononitriles

MI Pleshchev, VY Petukhova, VV Kuznetsov…

Index: Pleshchev; Petukhova; Kuznetsov; Khakimov; Pivina; Nelyubina; Makhova Russian Chemical Bulletin, 2013 , vol. 62, # 4 p. 1066 - 1075 Izv. Akad. Nauk, Ser. Khim., 2013 , vol. 62, # 4 p. 1065 - 1074,10

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Citation Number: 4

Abstract

Abstract A new metathesis reaction of azomethine imines is found. Catalytic or thermal diaziridine ring opening of 6-aryl-1, 5-diazabicyclo [3.1. 0] hexanes leads to azomethine imines reacting further with het (aryl) methylidenemalononitriles to give in situ new azomethine imines inaccessible by common synthetic methods. New azomethine imines are detected as pyrazolines formed via a 1, 4-H shift and trapped by the [3+ 2] cycloaddition ...