29949-11-9Relevant articles and documents
SELECTIVE alpha -MONOALKYLATION OF PHENYLACETONITRILE USING ALKALI METAL HYDROXIDE IMPREGNATED ON ALUMINA.
Sukata
, p. 3306 - 3307 (1983)
In the alkylation of phenylacetonitrile with alkyl halides, alkali metal hydroxides impregnated on alumina act as efficient bases for selective alpha -monoalkylation in benzene. It is proposed that the reaction may take place exclusively in the pore. The selectivity for alpha -monoalkylation is explained in terms of steric hindrance.
Electron-Transfer and Hydride-Transfer Pathways in the Stoltz–Grubbs Reducing System (KOtBu/Et3SiH)
Smith, Andrew J.,Young, Allan,Rohrbach, Simon,O'Connor, Erin F.,Allison, Mark,Wang, Hong-Shuang,Poole, Darren L.,Tuttle, Tell,Murphy, John A.
supporting information, p. 13747 - 13751 (2017/10/12)
Recent studies by Stoltz, Grubbs et al. have shown that triethylsilane and potassium tert-butoxide react to form a highly attractive and versatile system that shows (reversible) silylation of arenes and heteroarenes as well as reductive cleavage of C?O bonds in aryl ethers and C?S bonds in aryl thioethers. Their extensive mechanistic studies indicate a complex network of reactions with a number of possible intermediates and mechanisms, but their reactions likely feature silyl radicals undergoing addition reactions and SH2 reactions. This paper focuses on the same system, but through computational and experimental studies, reports complementary facets of its chemistry based on a) single-electron transfer (SET), and b) hydride delivery reactions to arenes.
ALKYLATION OF PHENYLACETONITRILE USING POTASSIUM CARBONATE AS A BASE
Xu, ChengZhi,Mao, XiangJun,Shen, HongBo,Chen, WenQuiang
, p. 153 - 156 (2007/10/03)
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