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Synthesis of 1,3-Dialkylimidazol-2-ylidene Boranes from 1,3-Dialkylimidazolium Iodides and Sodium Borohydride
The Journal of Organic Chemistry ( IF 3.3 ) Pub Date : 2015-09-14 00:00:00 , DOI: 10.1021/acs.joc.5b01682
Sean Gardner 1 , Takuji Kawamoto 1 , Dennis P. Curran 1
Affiliation  

1,3-Dialkylimidazol-2-ylidene boranes have been made in moderate yields (typically 23–53%) from the corresponding N-alkyl imidazole, an alkylating agent (usually MeI), and sodium borohydride (NaBH4). The two-step, one-pot reaction sequence takes about 1 day to perform. The reagents are inexpensive, and the reactions are easy to conduct. The synthesis of 1,3-dimethylimidazol-2-ylidene borane has been conducted on scales up to 100 mmol and is especially convenient because the pure product can be isolated by direct recrystallization from water.

中文翻译:

由1,3-二烷基咪唑鎓碘化物和硼氢化钠合成1,3-二烷基咪唑-2-亚硼烷

由相应的N-烷基咪唑,烷基化剂(通常为MeI)和硼氢化钠(NaBH 4)以中等收率(通常为23-53%)制备1,3-二烷基咪唑-2-亚烷基硼烷。两步一锅反应序列大约需要1天才能完成。该试剂便宜,反应容易进行。1,3-二甲基咪唑-2-亚烷基硼烷的合成规模高达100 mmol,特别方便,因为可以通过直接重结晶从水中分离出纯净的产物。
更新日期:2015-09-14
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