DBU/AgOTf Relay-Catalysis Enabled One-Pot Synthesis of 1,3-Dihydroisobenzofurans and Its Conversion to Indanones

被引:4
|
作者
Wang, Jiazhuang [1 ]
Huang, Hongtai [1 ]
Gao, Haotian [1 ]
Qin, Guiping [1 ]
Xiao, Tiebo [1 ]
Jiang, Yubo [1 ]
机构
[1] Kunming Univ Sci & Technol, Fac Sci, Kunming 650500, Yunnan, Peoples R China
基金
中国国家自然科学基金;
关键词
1,3-Dihydroisobenzofurans; Indanones; One-pot synthesis; 2-Alkynylbenzaldehyde; alpha-Diazo esters; O-ALKYNYL ACETOPHENONE; ALDOL-TYPE REACTION; C-H; CARBONYLATIVE CYCLIZATION; EFFICIENT SYNTHESIS; ARYL IODIDES; CASCADE; DERIVATIVES; REARRANGEMENT; INDENONES;
D O I
10.1002/adsc.202200287
中图分类号
O69 [应用化学];
学科分类号
081704 ;
摘要
A DBU/AgOTf relay-catalyzed one-pot reaction of 2-alkynylbenzaldehydes and alpha-diazo esters for the efficient construction of 1,3-dihydroisobenzofuran derivatives has been documented. This protocol can tolerate a wide range of substrates and its scalability is demonstrated by the gram-scale reaction. Moreover, the obtained 1,3-dihydroisobenzofurans can be converted to indanone derivatives by a AgOTf-catalyzed ring recombination process. Both of the resulting products, 1,3-dihydroisobenzofurans and indanones, are important structural units of a variety of pharmaceuticals and natural products, and their structures are clearly confirmed by single crystal X-ray diffraction analysis.
引用
收藏
页码:1896 / 1902
页数:7
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