Efficient synthesis of 3-sulfolenes from allylic alcohols and 1,3-dienes enabled by sodium metabisulfite as a sulfur dioxide equivalent
作者:Hang T. Dang、Vu T. Nguyen、Viet D. Nguyen、Hadi D. Arman、Oleg V. Larionov
DOI:10.1039/c8ob00745d
日期:——
We present herein an efficient and practical method for a gram scale synthesis of 3-sulfolenes using sodium metabisulfite as a safe, inexpensive, and easy to handle sulfur dioxide equivalent. Diversely-substituted 3-sulfolenes can be prepared by reacting a variety of 1,3-dienes or allylicalcohols with sodium metabisulfite in aqueous hexafluoroisopropanol (HFIP) or in aqueous methanol in the presence
Synthesis of Functionalized Epoxides by Copper-Catalyzed Alkylative Epoxidation of Allylic Alcohols with Alkyl Nitriles
作者:Ala Bunescu、Qian Wang、Jieping Zhu
DOI:10.1021/acs.orglett.5b00571
日期:2015.4.17
A copper-catalyzed oxyalkylation of allylic alcohols using nonactivated alkyl nitriles as reaction partners was developed. A sequence involving generation of an alkyl nitrile radical followed by its addition to a double bond and a copper-mediated formation of C(sp3)–O bond was proposed to account for the reaction outcome. The protocol provided an efficient route to functionalized tri- and tetrasubstituted
An effective electrochemical rearrangement reaction, both oxidant and metal catalyst-free, is presented to construct γ-keto sulfones containing a β-quaternary carbon center in this study. In the protocol, radicals are generated from benzenesulfonyl hydrazines, which cause 1,2-migrations of starting materials, 2-methylallyl alcohol derivatives, and formation of new C–C and C–S bonds. A series of aryl-migration