I2-promoted tandem cyclization to synthesize polysubstituted pyrano [3,2-c]chromene-2,5-diones

被引：6

作者：

Cai, Qun ^{[1
]}

Zhuang, Shiyi ^{[2
]}

Yang, Mian ^{[1
]}

Peng, Na ^{[1
]}

Liu, Yi ^{[1
,3
,4
]}

Wu, Anxin ^{[2
]}

机构：

[1] Wuhan Univ Sci & Technol, Sch Chem & Chem Engn, Coal Convers & New Carbon Mat Key Lab Hubei Prov, Wuhan 430081, Hubei, Peoples R China

[2] Cent China Normal Univ, Coll Chem, Key Lab Pesticide & Chem Biol, Minist Educ, Wuhan 430079, Hubei, Peoples R China

[3] Wuhan Univ, Coll Chem & Mol Sci, State Key Lab Virol, Wuhan 430072, Hubei, Peoples R China

[4] Wuhan Univ, Coll Chem & Mol Sci, Key Lab Analyt Chem Biol & Med MOE, Wuhan 430072, Hubei, Peoples R China

来源：

TETRAHEDRON | 2019年 / 75卷 / 51期

基金：

中国国家自然科学基金;

关键词：

Tandem cyclization; I-2; promoted; Aryl methyl ketones; 4-Hydroxycoumarins; Pyrano[3,2-c]chromene-2,5-diones; DOMINO PROCESS; EFFICIENT; 4-HYDROXYCOUMARINS;

D O I：

10.1016/j.tet.2019.130756

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

An efficient and convenient method for the synthesis of various substituted pyrano[3,2-c]chromene-2,5-diones was developed via the I-2-promoted tandem cyclization of commercially available aryl methyl ketones and 4-hydroxycoumarins. Preliminary mechanism studies indicated that the reaction involved a consecutive iodination/Kornblum oxidation/annulation process. HI produced in the I-2-DMSO system acted as an important promoter, accelerating the annulation protocol. (C) 2019 Elsevier Ltd. All rights reserved.

引用

页数：7

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