GaCl3-Catalyzed Insertion of Diazene Derivatives into the Cyclopropane Ring1

…, A Hofmeister, J Magull, A de Meijere

Index: Korotkov, Vadim S.; Larionov, Oleg V.; Hofmeister, Anja; Magull, Joerg; De Meijere, Armin Journal of Organic Chemistry, 2007 , vol. 72, # 20 p. 7504 - 7510

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Citation Number: 65

Abstract

GaCl3 has been found to efficiently catalyze the formal cycloadditions of diazene derivatives 6 onto 2-arylcyclopropane-1, 1-dicarboxylates 5, giving rise to the pyrazolidine derivatives 7. The insertion into the cyclopropane ring proceeds with complete regioselectivity to furnish 5- arylpyrazolidine-1, 2, 3, 3-tetracarboxylates exclusively; however, the cis-configured azo compound N-phenyltriazolinedione gave the two possible regioisomeric pyrazolidine ...

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