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Three-Component Assembly of Dihydropyrrolo[3,4-e][1,3]thiazines from Elemental Sulfur, Maleimides, and 1,3,5-Triazinanes
Organic Letters ( IF 5.2 ) Pub Date : 2024-05-13 , DOI: 10.1021/acs.orglett.4c01164
Wen-Kang Wang 1 , Fei-Yun Bao 1 , Zhi-Wei Shang 1 , Jian Zheng 1 , Sheng-Yin Zhao 1
Affiliation  

A three-component reaction for the synthesis of dihydropyrrolo[3,4-e][1,3]thiazines has been developed. Elemental sulfur, maleimides, and 1,3,5-triazinanes are assembled together through sulfuration/nucleophilic attack in N-methylpyrrolidin-2-one (NMP) under mild conditions. A small amount of NaHCO3 is important for the activation of the reaction. In this method, sulfur plays a dual role in thiazine ring formation, while triazinanes are utilized as three-atom synthons in the annulation reaction.

中文翻译:


由元素硫、马来酰亚胺和 1,3,5-三嗪烷三组分组装二氢吡咯并[3,4-e][1,3]噻嗪



开发了合成二氢吡咯并[3,4-e][1,3]噻嗪的三组分反应。在温和条件下,元素硫、马来酰亚胺和 1,3,5-三嗪通过 N-甲基吡咯烷-2-酮 (NMP) 中的硫化/亲核攻击组装在一起。少量的NaHCO 3 对于反应的活化很重要。在该方法中,硫在噻嗪环形成中发挥双重作用,而三嗪在成环反应中用作三原子合成子。
更新日期:2024-05-13
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