Babu Kaki Raveendra, Han Wendan, Chen Jian-Bo, Li Yang, Tang Yuhai, Zhang Wenquan, Xu Wenbo, Xu Silong
Department of Chemistry, School of Science, and Xi'an Key Laboratory of Sustainable Energy Materials Chemistry, Xi'an Jiaotong University, Xi'an 710049, P. R. China.
Institute of Chemical Materials, China Academy of Engineering Physics (CAEP), Mianyang 621900, P. R. China.
Chem Commun (Camb). 2020 Jun 2;56(44):5909-5912. doi: 10.1039/d0cc01401j.
A three-component reaction between one molecule of phosphorus ylides (P-ylides) and two molecules of isocyanates for the rapid assembly of 2-amino-3-carboxylate-4-quinolones is described. The mechanism may involve the addition of a P-ylide to an isocyanate followed by 1,3-H shift to form a carbamoyl stabilized P-ylide. The intermediate then reacts with another aryl isocyanate via Wittig/ketenimine-ketene rearrangement/6π-electrocyclization/1,3-H shift to finally afford the 4-quinolones.
本文描述了磷叶立德（P-叶立德）的一个分子与异氰酸酯的两个分子之间的三组分反应，用于快速组装2-氨基-3-羧酸酯-4-喹诺酮。该反应机理可能涉及磷叶立德加成到异氰酸酯上，随后发生1,3-氢迁移形成氨基甲酰基稳定的磷叶立德。中间体然后通过维蒂希/烯酮亚胺-烯酮重排/6π-电环化/1,3-氢迁移与另一个芳基异氰酸酯反应，最终得到4-喹诺酮。
