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Carbon-Nitrogen Bond Formation between Allyl Silyl Ether and Hydrazide Promoted by Mercuric Triflate Catalyst

Hirofumi Yamamoto*, Naoto Yamasaki, Shingo Yoshidome, Ikuo Sasaki, Kosuke Namba, Hiroshi Imagawa, Mugio Nishizawa

*Faculty of Pharmaceutical Sciences, Tokushima Bunri University, Yamashiro-cho, Tokushima 770-8514, Japan, Email: hirofumiph.bunri-u.ac.jp

M. Hayashi, M. Shibuya, Y. Iwabuchi, Synlett, 2012, 23, 1025-1030.

DOI: 10.1055/s-0031-1290758 (free Supporting Information)


Abstract

Mercuric triflate [Hg(OTf)2] as a catalyst enables an efficient method for carbon-nitrogen bond formation between ally silyl ethers and N,N-acyltosylhydrazine under very mild conditions to yield various N-allylhydrazides in very good yields. This method does not require the use of any ligand system or supplementary additives.

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Key Words

allylation, amination, hydrazine derivatives, silyl ether, mercury


ID: J60-Y2012-1140