Synlett 2017; 28(12): 1445-1448
DOI: 10.1055/s-0036-1588989
letter
© Georg Thieme Verlag Stuttgart · New York

Novel Catalytic Three-Component Reaction between a Terminal Alkyne, Sulfonyl Azide, and O-Methyl Oxime

Mehdi Khalaj*a, Majid Ghazanfarpour-Darjania, Forugh Barat-Seftejanib, Azita Nourib
  • aDepartment of Chemistry, Buinzahra Branch, Islamic Azad University, Buinzahra, Iran
  • bDepartment of Chemistry, Shahr-e-Qods Branch, Islamic Azad University, Tehran   Iran   Email: khalaj_mehdi@yahoo.com
Further Information

Publication History

Received: 27 January 2017

Accepted after revision: 08 March 2017

Publication Date:
10 April 2017 (eFirst)

Abstract

O-Methyl oximes have been employed as nucleophiles in reactions with ketenimines derived from sulfonyl azides and terminal alkynes to form N-alkylidene N′-tosylacetimidamide derivatives. The optimized conditions involved the use of CuPF6 and i-Pr2NEt in MeCN at 65 °C. Both O-methyl aldoximes and ketoximes were tolerated under the optimum conditions.