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2,4‐Bis(4‐methylpheylthio)‐1,3,2λ 5 ,4λ 5 ‐dithiadiphosphetan‐2,4‐dithion: Ein neues Reagens zur Schwefelung von N , N ‐disubstituierten Amiden
Author(s) -
Wipf Peter,
Jenny Christjohannes,
Heimgartner Heinz
Publication year - 1987
Publication title -
helvetica chimica acta
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.74
H-Index - 82
eISSN - 1522-2675
pISSN - 0018-019X
DOI - 10.1002/hlca.19870700412
Subject(s) - chemistry , reagent , selectivity , thiazole , medicinal chemistry , stereochemistry , organic chemistry , catalysis
2,4‐Bis(4‐methylphenylthio)‐1,3,2λ 5 ,4λ 5 ‐dithiadiphosphetane‐2,4‐dithione: A New Reagent for Thiation of N , N ‐Disubstituted Amides As a new reagent for the thiation of amides, the easily accessible 2,4‐bis(4‐methylphenylthio)‐1,3,2λ 5 ,4λ 5 ‐dithiadiphosphetane‐2,4‐dithione ( 9 ) shows a remarkable selectivity. This selectivity – the preferred thiation of N , N ‐disubstituted amides – is complementary to the one of the well known Lawesson reagent . Thiation of diamides of type 2 with 9 leads via cyclization of the corresponding dithiodiamides to 1,3‐thiazole‐5(4 H )‐thiones 1 ( Scheme 3 ).