345-35-7Relevant articles and documents
Synthesis of mono- and difluorobenzyl chlorides by chlorination of mono- and difluorotoluenes with CCl4 and t-BuOCl induced by iron-containing catalysts
Bayguzina, Alfiya R.,Gallyamova, Leysan I.,Khalilov, Leonard M.,Khusnutdinov, Ravil I.
, (2019)
Mono- and difluorobenzyl chlorides were synthesized by chlorination of mono- and difluorotoluenes with CCl4?MeOH or t-BuOCl in the presence of iron-containing catalysts.
Formamides as Lewis Base Catalysts in SNReactions—Efficient Transformation of Alcohols into Chlorides, Amines, and Ethers
Huy, Peter H.,Motsch, Sebastian,Kappler, Sarah M.
supporting information, p. 10145 - 10149 (2016/08/16)
A simple formamide catalyst facilitates the efficient transformation of alcohols into alkyl chlorides with benzoyl chloride as the sole reagent. These nucleophilic substitutions proceed through iminium-activated alcohols as intermediates. The novel method, which can be even performed under solvent-free conditions, is distinguished by an excellent functional group tolerance, scalability (>100 g) and waste-balance (E-factor down to 2). Chiral substrates are converted with excellent levels of stereochemical inversion (99 %→≥95 % ee). In a practical one-pot procedure, the primary formed chlorides can be further transformed into amines, azides, ethers, sulfides, and nitriles. The value of the method was demonstrated in straightforward syntheses of the drugs rac-Clopidogrel and S-Fendiline.
PROTOTROPIC MIGRATIONS IN THE PHOSPHORYLATION OF IMIDOYL CHLORIDES CONTAINING HYDROGEN ON THE N-α-CARBON ATOM. III. PHOSPHORYLATION OF SUBSTITUTED N-BENZYLBENZIMIDOYL CHLORIDES WITH TRIETHYL PHOSPHITE
Onys'ko, P. P.,Kim, T. V.,Kiseleva, E. I.,Sinitsa, A. D.
, p. 1104 - 1110 (2007/10/02)
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