Chinese Journal of Organic Chemistry ›› 2021, Vol. 41 ›› Issue (8): 3171-3179.DOI: 10.6023/cjoc202103027 Previous Articles     Next Articles

ARTICLES

铑催化的吲哚与亚砜型叶立德的[4+2]环化反应构建二氢嘧啶并吲哚酮衍生物

舒赛a, 黄志斌a, 陈宇杰a, 杨闪a, 蒋雅琦琪a, 张静宇a,*(), 赵应声a,b,*()   

  1. a 苏州大学材料与化学化工学部 江苏苏州 215123
    b 河南师范大学化学化工学院 河南新乡 453000
  • 收稿日期:2021-03-16 修回日期:2021-04-10 发布日期:2021-05-14
  • 通讯作者: 张静宇, 赵应声
  • 基金资助:
    国家自然科学基金(21772139); 国家自然科学基金(21572149); 江苏省高等学校自然科学基金重大基础研究(15KJA150006); 江苏省高等学校自然科学基金重大基础研究(17KJA150006); 江苏省杰出青年自然科学基金(BK2018g0041); 苏州科技基础设施项目(SZS2018201708); 河南师范大学化学骨干特色学科开放基金; 江苏高校优势学科建设工程资助项目

Rh(III)-Catalyzed [4+2] Annulation of Indoles with Sulfoxonium Ylides for the Synthesis of Dihydropyrimidoindolone Derivatives

Sai Shua, Zhibin Huanga, Yujie Chena, Shan Yanga, Yaqiqi Jianga, jingyu Zhanga(), Yingsheng Zhaoa,b()   

  1. a College of Chemistry, Chemical Engineering and Materials Science, Soochow University, Suzhou, Jiangsu 215123
    b School of Chemistry and Chemical Engineering, Henan Normal University, Xinxiang, Henan 453000
  • Received:2021-03-16 Revised:2021-04-10 Published:2021-05-14
  • Contact: jingyu Zhang, Yingsheng Zhao
  • Supported by:
    National Natural Science Foundation of China(21772139); National Natural Science Foundation of China(21572149); Major Basic Research Project of the Natural Science Foundation of Jiangsu Higher Education Institutions(15KJA150006); Natural Science Found for Distinguished Young Scholars of Jiangsu Province(BK2018g0041); Project of Scientific and Technologic infrastructure of Suzhou(SZS2018201708); Open Foundation of Backbone Characteristic Discipline of Chemistry of Henan Normal University; Priority Academic Program Development of Jiangsu Higher Education Institutions

A Rh(III)-catalyzed, regioselective C(2)—H activation/cyclization of N-methoxy-1H-indole-1-carboxamides and sulfoxonium ylides was developed. This novel synthetic procedure afforded dihydropyrimido[1,6-a]indol-1(2H)-ones in moderate to excellent yields. This reaction proceeds under simple and mild conditions with low catalyst loading and tolerates a wide range of substrates.

Key words: indoles, sulfoxonium ylides, cyclization