Zheng Danqing, Jana Kalipada, Alasmary Fatmah Ali, Daniliuc Constantin G, Studer Armido
Organisch-Chemisches Institut, Westfalische Wilhelms-Universität, Corrensstraβe 40, 48149 Münster, Germany.
State Key Laboratory of Materials-Oriented Chemical Engineering, College of Chemical Engineering, Nanjing Tech University, 210009 Nanjing, China.
Org Lett. 2021 Oct 1;23(19):7688-7692. doi: 10.1021/acs.orglett.1c03024. Epub 2021 Sep 20.
An efficient transition-metal-free cyclizing radical aminoboration of unactivated alkenes is reported. The B(OH) reagent was used as the boron source, and the interaction between B(OH) and an aryloxyamide N-radical precursor enabled the chain reaction to be initiated upon irradiation in the absence of any catalyst. This transformation proceeds via cyclization of an N-radical with subsequent intermolecular C-radical borylation. The cascade shows a broad scope and provides a wide range of high-value cyclic 1,2-aminoboronic esters.
报道了一种高效的无过渡金属的未活化烯烃环化自由基氨基硼化反应。使用B(OH)试剂作为硼源，B(OH)与芳氧基酰胺N-自由基前体之间的相互作用使得在无任何催化剂的情况下光照时能够引发链式反应。该转化过程通过N-自由基的环化以及随后的分子间C-自由基硼化反应进行。该串联反应具有广泛的底物范围，并提供了多种高价值的环状1,2-氨基硼酸酯。
