Department of Chemistry, Indian Institute of Technology Madras, Chennai 600036, India.
J Org Chem. 2023 Jul 7;88(13):9077-9086. doi: 10.1021/acs.joc.3c00748. Epub 2023 Jun 23.
Efficient synthesis of 3-aminoquinolines has been demonstrated from readily accessible -sulfonyl-1,2,3-triazoles and -acylaniline derivatives. This transformation involves the generation of C-C and C-N bonds through insertion of rhodium azavinyl carbenoid into a N-H bond followed by cyclization and aromatization. The important features include good functional group tolerance, synthesis of indoloquinoline, and isolation of N-H-inserted product, a potential intermediate.
已经证明，从易得的 -磺酰基-1,2,3-三唑和 -酰基苯胺衍生物可以高效合成 3-氨基喹啉。这种转化通过将铑氮杂 vinyl 卡宾插入 N-H 键中，随后进行环化和芳构化，生成 C-C 和 C-N 键。重要的特点包括良好的官能团耐受性、吲哚喹啉的合成以及 N-H 插入产物的分离，这是一种潜在的中间体。
