Organic letters

Regioselective trapping of terminal di-, tri-, and tetraynes with benzyl azide

T Luu, R McDonald, RR Tykwinski

Index: Luu, Thanh; McDonald, Robert; Tykwinski, Rik R. Organic Letters, 2006 , vol. 8, # 26 p. 6035 - 6038

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Citation Number: 26

Abstract

The reaction of benzyl azide with terminal di-, tri-, and tetraynes appended with a range of functional groups has been explored. Standard reaction conditions for BnN3 catalyzed by CuSO4⊙ 5H2O gave alkynyl, butadiynyl, and hexatriynyl triazoles in moderate to good yields. The reaction proceeds regioselectively as determined by the X-ray crystallographic analysis of three derivatives (1c, 1d, and 3c), and no evidence of multiple azide addition to ...