Synthesis of complex aryl MIDA boronates by Rh-catalyzed [2+2+2] cycloaddition

被引：4
作者：
Halford-McGuff, John M. [1 ]
Cordes, David B. [1 ]
Watson, Allan J. B. [1 ]
机构：
[1] Univ St Andrews, Sch Chem, EaStCHEM, North Haugh, St Andrews KY16 9ST, Scotland
来源：
CHEMICAL COMMUNICATIONS | 2023年 / 59卷 / 50期
基金：
英国工程与自然科学研究理事会;
关键词：
3 UNSYMMETRICAL ALKYNES; TEMPORARY TETHER; CYCLOTRIMERIZATION; REAGENTS; ESTERS;
D O I：
10.1039/d3cc00761h
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
A Rh-catalyzed [2+2+2] cycloaddition approach for the synthesis of BMIDA-functionalized arenes is reported. The developed method overcomes the long-standing reactivity problems associated with internal alkynes and allows access to highly functionalized borylated benzene scaffolds. The method is broadly functional group tolerant and generally high yielding. The utility of the products is demonstrated through elaboration of the BMIDA motif, and in the synthesis of fused heterocycles via intramolecular Chan-Lam etherification and amination. The dominance of sterically controlled reactivity is described.
引用
收藏
页码：7759 / 7762
页数：4
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