40925-65-3Relevant articles and documents
Transition-metal-free synthesis of thiazolidin-2-ones and 1,3-thiazinan-2-ones from arylamines, elemental sulfur and CO2
Ran, Chuan-Kun,Song, Lei,Niu, Ya-Nan,Wei, Ming-Kai,Zhang, Zhen,Zhou, Xiao-Yu,Yu, Da-Gang
supporting information, p. 274 - 279 (2021/01/28)
Transfering waste to treasure is highly important in green chemistry. However, it is difficult to realize it efficiently due to the low reactivity, especially the simultaneous utilization of two unreactive feedstocks in one reaction. Herein, we report the first utilization of both elemental sulfur and CO2 in a multi-component reaction to generate valuable thiazolidin-2-ones and 1,3-thiazinan-2-ones. Under transition-metal-free reaction conditions, a variety of easily available arylamines react with elemental sulfur and CO2 (1 atm) to give functional thiazolidin-2-ones and 1,3-thiazinan-2-ones in moderate to good yields via C-H bond functionalization. This strategy is highlighted by high step economy with generation of three bonds in one reaction and good functional groups tolerance.
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 (2019/01/04)
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.
CuI-catalyzed one-pot synthesis of benzothiazolones from 2-iodoanilines-derived carbamates and sodium sulfide
Li, Jiaojiao,Zhang, Yihua,Jiang, Yongwen,Ma, Dawei
supporting information; experimental part, p. 2511 - 2513 (2012/06/16)
A copper-catalyzed procedure was developed for assembling benzothiazolones from ethyl 2-iodophenylcarbamates and sodium sulfide. A number of functional groups, such as methoxy, acyl, amide, carboxylate, trifluoromethyl, fluoro, and chloro, were tolerated under these conditions, providing benzothiazolones in good yields.
