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2021 , Vol. 41 >Issue 8: 3171 - 3179

DOI: https://doi.org/10.6023/cjoc202103027

研究论文

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 ,
  • 黄志斌 ,
  • 陈宇杰 ,
  • 杨闪 ,
  • 蒋雅琦琪 ,
  • 张静宇 ,
  • 赵应声
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  • 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

  网络出版日期: 2021-05-14

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

收起

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

  • Sai Shu ,
  • Zhibin Huang ,
  • Yujie Chen ,
  • Shan Yang ,
  • Yaqiqi Jiang ,
  • jingyu Zhang ,
  • Yingsheng Zhao
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  • 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
*Corresponding authors.E-mail: ;
E-mail:

Received date: 2021-03-16

  Revised date: 2021-04-10

  Online published: 2021-05-14

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

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摘要

报道了Rh(III)催化的N-甲氧基-1H-吲哚-1-甲酰胺与亚砜型叶立德的选择性C(2)—H活化/环化反应. 该方法为二氢嘧啶并吲哚酮衍生物的制备提供了一种新方法, 产率中等至优良, 具有反应条件简单温和, 催化剂用量低, 底物适应性广等特点.

关键词： 吲哚; 亚砜型叶立德; 环化反应

本文引用格式

舒赛 , 黄志斌 , 陈宇杰 , 杨闪 , 蒋雅琦琪 , 张静宇 , 赵应声 . 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[J]. 有机化学, 2021 , 41(8) : 3171 -3179 . DOI: 10.6023/cjoc202103027

Abstract

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

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