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。
