1,6-烯炔与叔丁基亚硝酸酯（tBuONO）和2,2,6,6-四甲基哌啶-N-氧化物（TEMPO）的无金属硝基碳环化反应

Metal-free nitro-carbocyclization of 1,6-enynes with (t)BuONO and TEMPO.

作者信息

Hao Xin-Hua, Gao Pin, Song Xian-Rong, Qiu Yi-Feng, Jin Dong-Po, Liu Xue-Yuan, Liang Yong-Min

机构信息

State Key Laboratory of Applied Organic Chemistry, Lanzhou University, Lanzhou, Gansu, China.

出版信息

Chem Commun (Camb). 2015 Apr 21;51(31):6839-42. doi: 10.1039/c5cc00872g.

DOI:10.1039/c5cc00872g

PMID:25790035

Abstract

A novel and convenient metal-free nitration and cyclization of 1,6-enynes has been developed. Two C-C bonds and one C-N bond were constructed in one process in this reaction. This transformation is proven to have relatively good functional-group applicability and can be scaled up to gram quantities in satisfactory yields. According to the following experimental facts and related literature reports, a radical pathway was involved in this transformation.

摘要

已开发出一种新颖且便捷的1,6-烯炔无金属硝化环化反应。在此反应中，一步构建了两个C-C键和一个C-N键。该转化反应被证明具有相对良好的官能团适用性，并且可以按克级规模放大，产率令人满意。根据以下实验事实和相关文献报道，该转化反应涉及自由基途径。