Some novel sulfur bridged 13- to 30-membered cyclicdi- and tetraalkynes derived from 1,2-, 1,3- and 1,4-dihydroxybenzene and 1,2-bis(bromomethyl)benzene were synthesized and their structures confirmed by X-ray analysis. The unexpected formation of 2,6-divinyl-1,4-dithiin during Na2S/alumina induced cyclization was also observed and the reaction mechanism is discussed.
合成了一些新的由1,2-,1,3-和1,4-二羟基苯和1,2-双(溴甲基)苯衍生的硫桥联的13至30元环状二炔和四炔,并通过X证实了其结构射线分析。还观察到了Na 2 S /氧化铝诱导的环化过程中2,6-二乙烯基-1,4-二硫氨酸的意外形成,并讨论了反应机理。
Facile Synthesis and Diels-AlderReactions of 2,6-Divinyl-1,4-dithiin
作者:Samuel Braverman、Marina Cherkinsky、Mihail L. Birsa、Hugo E. Gottlieb
DOI:10.1055/s-2003-38686
日期:——
A new and facile synthetic pathway to 2,6-divinyl-1,4-dithiin, involving easily available precursors is reported. The utility of the title compound as a reactive diene in Diels-Alder reactions was demonstrated in the synthesis of various thianthrene derivatives.