Tetrahedron letters

Scandium (III) triflate–TMSCl promoted cyclization of aziridin-1-yl oximes to 5, 6-dihydro-4H-[1, 2, 4] oxadiazines

SY Cho, SK Kang, JH Ahn, J Du Ha, JK Choi

Index: Cho, Sung Yun; Kang, Seung Kyu; Ahn, Jin Hee; Ha, Jae Du; Choi, Joong-Kwon Tetrahedron Letters, 2006 , vol. 47, # 51 p. 9029 - 9033

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Citation Number: 8

Abstract

1,2,4-Oxadiazines are of pharmacological relevance and represent useful synthetic building blocks. 1 There have been few reports on the synthesis of 5,6-dihydro-4H-[1,2,4]oxadiazines . 2 The literature search revealed that the conventional synthetic methods for [1,2,4]oxadiazines mainly rely on the ring opening of aziridinyl-1-yl oximes mediated by hydrogen chloride and subsequent cyclization of chlorides by NaOH in two steps and low yield.