1293364-03-0Relevant articles and documents
Efficient Synthesis of Benzothiazolone Derivatives by a Domino Reaction of Disulfide and COS under Mild Conditions
Zhou, Bohao,Hong, Hailong,Wang, Hongcai,Zhang, Tianmiao,Han, Limin,Zhu, Ning
, p. 6983 - 6990 (2018)
Carbonyl sulfide (COS), whose molecular structure is similar to CO2 and CS2, could be used as a better alternative carbonyl reagent due to its high chemical activity. However, the unfriendly by-product H2S would be generated when COS is used as a carbonyl reagent in the carbonylation reaction. In this report, the odorless and stable disulfide was used to replace the traditional foul smelling and unstable o-aminobenzenethiol to react with COS for preparing benzothiazolone derivatives in excellent yield, in which coupling reaction of H2S generation and S–S bond cleavage was firstly designed. Notably, the C=O of COS was converted into benzothiazolone derivatives by carbonylation reaction and the sulfur of COS was transformed into sulfur and sulfide after cleaving the S–S bond by a domino reaction of disulfide and COS under mild conditions. This efficient synthetic methodology provided a promising process for the utilization of COS.
New access to 5-substituted 1,3-benzothiazol-2(3 H)-ones and their N -methyl analogues by a palladium coupling reaction
Pirat, Celine,Ultre, Vincent,Lebegue, Nicolas,Berthelot, Pascal,Yous, Sad,Carato, Pascal
experimental part, p. 480 - 484 (2011/04/22)
5-Substituted 1,3-benzothiazol-2(3H)-ones and their N-methyl analogues were readily prepared from the corresponding 5-bromo-1,3-benzothiazol-2(3H)-ones by means of Stille and Suzuki reactions. The compounds were substituted at the C-5 position with vinyl,
