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Updated: Jan 11, 2026

Facile Preparation of 2Z,4E-Dienamides by the Olefination of Electron-deficient Alkenes with Allyl Acetate
Published on: June 21, 2017
Access to Conjugated Dienes and Cyclic Allenes via a Diazo-Dithiane Rearrangement Cascade
Zhuzhu Zhang1, Xiaomeng Gong1, Yingze Jin1
1School of Pharmacy, and State Key Laboratory of Nature Product Chemistry, Lanzhou University, Lanzhou 730000, P. R. China.
Abstract:
A transition-metal-free, base-promoted cascade between alkynyl-1,3-dithianes and α-diazodiesters has been developed. The reaction proceeds through an anion relay chemistry (ARC) featuring a selective 1,3-sulfur rearrangement, enabling divergent access to eight-membered sulfur-containing conjugated dienes and cyclic allenes in a one-pot fashion. This transformation unveils new diazo reactivity beyond classical carbene pathways and highlights the synthetic utility of sulfur-based anionic processes.
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