Mono- and Di(dechloromethylthioylation) of Dichloromethylarenes with S-Methyl Diethylthiophosphinate

The attack of the thiol sulfur atom (P–SMe) on the methine carbon as the main route of the new reaction of dichloromethylarenes with S -methyl diethylthiophosphinate has been predicted and experimentally confirmed on the basis of the electronic structure of the S -alkyl esters of P(IV) acids. The pr...

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Bibliographic Details
Published in:Doklady. Chemistry 2019-11, Vol.489 (1), p.257-260
Main Authors: Gazizov, M. B., Valieva, G. D., Ivanova, S. Yu, Khairullin, R. A., Kirillina, Yu. S., Antipin, I. S.
Format: Article
Language:English
Subjects:
Chemistry
Chemistry and Materials Science
Chemistry/Food Science
Electronic structure
Esters
Industrial Chemistry/Chemical Engineering
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Summary:The attack of the thiol sulfur atom (P–SMe) on the methine carbon as the main route of the new reaction of dichloromethylarenes with S -methyl diethylthiophosphinate has been predicted and experimentally confirmed on the basis of the electronic structure of the S -alkyl esters of P(IV) acids. The processes of the mono- and di(dechloromethylthioylation) of dichloromethyl group have been realized. A new approach to the synthesis of the arenecarbaldehyde dimethyl dithioacetals has been developed avoiding the use of gaseous highly toxic methyl mercaptan.
ISSN:0012-5008
1608-3113
DOI:10.1134/S0012500819110016