School of Chemistry, University of Manchester, Oxford Road, Manchester, M13 9PL, UK.
Angew Chem Int Ed Engl. 2017 Jan 2;56(1):354-358. doi: 10.1002/anie.201610014. Epub 2016 Nov 29.
BCl -induced borylative cyclization of aryl-alkynes possessing ortho-EMe (E=S, O) groups represents a simple, metal-free method for the formation of C3-borylated benzothiophenes and benzofurans. The dichloro(heteroaryl)borane primary products can be protected to form synthetically ubiquitous pinacol boronate esters or used in situ in Suzuki-Miyaura cross couplings to generate 2,3-disubstituted heteroarenes from simple alkyne precursors in one pot. In a number of cases alkyne trans-haloboration occurs alongside, or instead of, borylative cyclization and the factors controlling the reaction outcome are determined.
BCl 诱导具有邻位-EMe（E=S、O）基团的芳基炔烃的硼酯化环化反应代表了一种简单、无金属的方法，用于形成 C3-硼化苯并噻吩和苯并呋喃。二氯（杂芳基）硼烷的初级产物可以被保护形成合成中无处不在的频哪醇硼酸酯，或者在原位用于 Suzuki-Miyaura 交叉偶联反应，从简单的炔烃前体一锅法生成 2,3-二取代杂芳烃。在许多情况下，炔烃反卤化与硼酯化环化同时发生，或者取代硼酯化环化，并且确定了控制反应结果的因素。
