Synthesis of spirocyclopropanes via iodine-promoted bimolecular cyclization of 2-benzylidene 1,3-indandiones

被引：0

作者：

He, Zeng-Yang ^{[1
]}

Ning, Yong ^{[1
]}

Zhao, Yu-Fei ^{[3
]}

Diao, Hong-Lin ^{[1
]}

Zou, Peng ^{[1
]}

Wang, Wen-Bin ^{[1
]}

Shu, Jun-Sheng ^{[1
]}

Xu, Hui ^{[2
]}

机构：

[1] China Tobacco Anhui Ind Co Ltd, Technol Ctr, Hefei 230088, Anhui, Peoples R China

[2] Anhui Polytech Univ, Sch Chem & Environm Engn, Wuhu 241000, Anhui, Peoples R China

[3] China Tobacco Anhui Ind Co Ltd, Mkt Ctr, Hefei, Peoples R China

来源：

SYNTHETIC COMMUNICATIONS | 2022年 / 52卷 / 24期

关键词：

Benzylidene indandiones; bimolecular cyclization; iodine; spirocyclopropanes; ENANTIOSELECTIVE SYNTHESIS; ALKYLIDENE OXINDOLES; MOLECULAR-IODINE; MICHAEL ADDITION; CYCLOPROPANES; SPIROOXINDOLES; HETEROCYCLES; DERIVATIVES; COMPOUND;

D O I：

10.1080/00397911.2022.2146513

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A novel and efficient iodine-promoted bimolecular annulation of 2-benzylidene 1,3-indandiones has been developed. Following this protocol, a series of spirocyclopropane derivatives were furnished in good to excellent yields. The present protocol features mild conditions, short reaction time, high efficiency, good chemoselectivity and remarkable functional group tolerance.

引用

页码：2322 / 2333

页数：12

共 37 条

[1] Asymmetric synthesis of multicyclic spiro-1,3-indandiones via a cascade Michael/Michael reaction of curcumins and 2-arylidene-1,3-indandiones
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[2] Synthesis of 2-Acylselenophenes via Iodine-Promoted Nucleophilic Cyclization of [2-(Butylselanyl)phenyl]-propynols
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[3] Iodine-promoted synthesis of pyrazoles from 1,3-dicarbonyl compounds and oxamic acid thiohydrazides
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[4] Palladium-Catalyzed Asymmetric [3+2] Cycloaddition of Vinylethylene Carbonates with 2-Arylidene-1,3-Indandiones: Synthesis of Tetrahydrofuran-Fused Spirocyclic 1,3-Indandiones
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[5] CuBr-mediated synthesis of 1,4-naphthoquinones via ring expansion of 2-aryl-1,3-indandiones
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[10] Metal-Free Synthesis of Furocoumarins: An Approach via Iodine-Promoted One-Pot Cyclization between 4-Hydroxycoumarins and Acetophenones
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