Institute of Organic Chemistry, Westfälische Wilhems-University , Corrensstraße 40, 48149 Münster, Germany.
Org Lett. 2014 Sep 19;16(18):4932-5. doi: 10.1021/ol5024568. Epub 2014 Sep 8.
Direct conversion of primary and secondary alcohols into the corresponding α-chloro aldehydes and α-chloro ketones using trichloroisocyanuric acid, serving both as stoichiometric oxidant and α-halogenating reagent, is reported. For primary alcohols, TEMPO has to be added as an oxidation catalyst, and for the transformation of secondary alcohols (TEMPO-free protocol), MeOH as an additive is essential to promote chlorination of the intermediary ketones.
本文报道了三氯异氰尿酸(TCCA)同时作为化学计量氧化剂和α-卤化试剂,将伯醇和仲醇直接转化为相应的α-氯醛和α-氯酮。对于伯醇,需要添加 TEMPO 作为氧化催化剂,而对于仲醇(无 TEMPO 体系),甲醇作为添加剂对于促进中间酮的氯化是必需的。