Detosylative (Deutero)alkylation of Indoles and Phenols with (Deutero)alkoxides
Detosylative (Deutero)alkylation of Indoles and Phenols with (Deutero)alkoxides
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吲哚和苯酚与（氘代）醇盐的去托磺基（氘代）烷基化
DOI：
10.1021/acs.orglett.9b02639
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发表时间：
2019
期刊：
影响因子：
5.2
通讯作者：
Liu Wen-Bo
中科院分区：
文献类型：
--
作者：
Zhu Ming Hui;Yu Cheng Long;Feng Ya Lan;Usman Muhammad;Zhong Dayou;Wang Xin;Nesnas Nasri;Liu Wen-Bo
描述了以醇盐/醇作为烷基化试剂对吲哚和苯酚进行 N/O-（氘代）烷基化的有效策略。连续的去甲苯基化/烷基化转化具有反应条件温和、高选择性和良好的官能团耐受性（>50个实例）的特点。还实现了未保护的吲哚与醇和 TsCl 的一锅选择性 N-烷基化。该方法的应用通过使用容易获得的标记醇引入同位素标记（CD3和13CH3）基团以及药物的合成来证明。
An efficient strategy for N/O-(deutero)alkylation of indoles and phenols with alkoxides/alcohols as the alkylation reagents is described. The consecutive detosylation/alkylation transformations feature mild reaction conditions, highipso-selectivity, and good functional group tolerance (>50 examples). A one-pot selective N-alkylation of unprotected indoles with alcohols and TsCl is also realized. The application of this method is demonstrated by the introduction of isotope-labeled (CD3and13CH3) groups using the readily accessible labeled alcohols and the synthesis of pharmaceuticals.