使用三氟甲基三烷基硅烷和氟化物对功能化芳烃和杂芳烃进行去质子化 C-H 硅烷化反应。
Deprotonative C-H silylation of functionalized arenes and heteroarenes using trifluoromethyltrialkylsilane with fluoride.
机构信息
Graduate School of Pharmaceutical Sciences, Tohoku University , Aramaki Aza Aoba 6-3, Sendai 980-8578 Japan.
出版信息
Org Lett. 2015 Feb 20;17(4):848-51. doi: 10.1021/ol503671b. Epub 2015 Jan 30.
PMID:25635510
Abstract
A highly selective C-H silylation reaction of functionalized arenes and heteroarenes was developed using Ruppert-Prakash reagent (TMSCF3) activated by alkali metal fluoride. TMSCF3 is considered to play dual roles as a precursor of a mild base and also as a silicon electrophile. The silylation is compatible with sensitive functional groups such as halogen and nitro groups.
摘要
本文开发了一种使用碱金属氟化物激活的 Ruppert-Prakash 试剂（TMSCF3）对功能化芳烃和杂芳烃进行高选择性 C-H 硅烷化反应的方法。TMSCF3 被认为同时具有作为弱碱前体和硅亲电试剂的双重作用。该硅烷化反应与卤素和硝基等敏感官能团兼容。
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