Helvetica Chimica Acta

Photochemisch induzierte Reaktionen von 3??Amino??2H??azirinen

K Dietliker, H Heimgartner

Index: Dietliker, Kurt; Heimgartner, Heinz Helvetica Chimica Acta, 1983 , vol. 66, # 1 p. 262 - 295

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Citation Number: 37

Abstract

Summary Irradiation of 3-(N-methylanilino)-2 H-azirines with a mercury low pressure lamp induces the cleavage of the C (2), C (3)-ring bond thus affording nitriliomethanide dipols, substituted by an amino group at C (1). Depending on the substitution pattern at C (3), these intermediates can be trapped by dipolarophiles to yield five-membered heterocycles with high regioselectivity, or they undergo a 1, 4-H-shift forming 2-azabutadiene derivatives. ...

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