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氯化汞和碘化汞介导的 tethered 炔二硫代缩醛的环化反应：合成五元环和六元环的通用方法——通过炔烃取代调节区域选择性

Mercuric chloride and iodide mediated cyclization of tethered alkynedithioacetals as a general route to five- and six-membered rings: tuning of regioselectivity by alkyne substitution.

作者信息

Biswas Goutam, Ghorai Subir, Bhattacharjya Anup

机构信息

Indian Institute of Chemical Biology, Kolkata, India.

出版信息

Org Lett. 2006 Jan 19;8(2):313-6. doi: 10.1021/ol0527274.

DOI:10.1021/ol0527274
PMID:16408903
Abstract

[reaction: see text] Mercuric chloride mediated cyclization of tethered alkynedithioacetals has been established as a general route to five- and six-membered carbocycles and heterocycles. Substitution at the alkyne terminus leads to preferential formation of five-membered rings, whereas unsubstituted alkynedithioacetals give six-membered rings as the major products. Mercuric iodide interrupts the reaction at the intermediate dithioacetal stage.

摘要

[反应：见正文] 汞（II）氯化物介导的 tethered 炔基二硫代缩醛的环化反应已被确立为合成五元及六元碳环和杂环的通用方法。炔烃末端的取代导致优先形成五元环，而未取代的炔基二硫代缩醛则以六元环作为主要产物。碘化汞在二硫代缩醛中间体阶段中断反应。

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