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

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成果类型：

期刊论文

作者：

Cai, Qun;Zhuang, Shiyi;Yang, Mian;Peng, Na;Liu, Yi;...

通讯作者：

Wu, Anxin

作者机构：

[Liu, Yi; Cai, Qun; Yang, Mian; Peng, Na] Wuhan Univ Sci & Technol, Sch Chem & Chem Engn, Coal Convers & New Carbon Mat Key Lab Hubei Prov, Wuhan 430081, Hubei, Peoples R China.

[Zhuang, Shiyi; Wu, Anxin] Cent China Normal Univ, Coll Chem, Key Lab Pesticide & Chem Biol, Minist Educ, Wuhan 430079, Hubei, Peoples R China.

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

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

通讯机构：

[Wu, Anxin] C

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

语种：

英文

关键词：

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

期刊：

Tetrahedron

ISSN：

0040-4020

年：

2019

卷：

期：

页码：

130756

DOI：

10.1016/j.tet.2019.130756

基金类别：

National Natural Science Foundation of ChinaNational Natural Science Foundation of China [21772051, 21472056]; Young Talent Project of Hubei Provincial Department of Education, China [Q20191101]

机构署名：

本校为通讯机构

院系归属：

化学学院

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 annu...

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

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