A solvent-free amidation of vinylogous esters via direct aziridination

…, A Shrestha, MH Fletcher, NS Steinauer, MK Shinn…

Index: McLaughlin, Emily C.; Shrestha, Anuska; Fletcher, Madison H.; Steinauer, Nathaniel S.; Shinn, Min Kyung; Shahid, Sabrina M. Tetrahedron Letters, 2013 , vol. 54, # 40 p. 5461 - 5463

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Abstract

Abstract A microwave-mediated aziridination of α, β-unsaturated ketones and esters through the decomposition of ethyl azidoformate has been developed. When the same atom- economical reaction conditions are applied to cyclic vinylogous esters, N-functionalization at the α-position occurs. Based on NMR analysis, these amidation products appear to be formed from the desired aziridine in moderate to good yields.