Synthesis of Spiro[5.5]trienones- and Spiro[4.5]trienones-Fused Selenocyanates via Electrophilic Selenocyanogen Cyclization and Dearomative Spirocyclization

被引：9

作者：

Wang, Jia ^{[1
]}

Lu, Xiao-Xiao ^{[1
]}

Yang, Run-Ping ^{[1
]}

Xiang, Zhi-Hao ^{[1
]}

Zhang, Bing-Bing ^{[1
]}

Chao, Shujun ^{[1
]}

Liu, Lixia ^{[1
]}

Yan, Yunhui ^{[1
]}

Shang, Xuefang ^{[1
]}

机构：

[1] Xinxiang Med Univ, Sch Basic Med Sci, Xinxiang 453003, Henan, Peoples R China

来源：

JOURNAL OF ORGANIC CHEMISTRY | 2022年 / 87卷 / 19期

关键词：

INTRAMOLECULAR CYCLIZATION; REGIOSELECTIVE SYNTHESIS; IRON(III) CHLORIDE; DERIVATIVES; IDENTIFICATION; DISELENIDES; SELENIUM; SE;

D O I：

10.1021/acs.joc.2c01594

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A practical strategy for the synthesis of spiro[5.5]trienones-fused selenocyanates and spiro[4.5]trienones-fused selenocyanates through electrophilic selenocyanogen cyclization and dearomative spirocyclization is reported. This approach was conducted under mild conditions with broad substrate scope and good functional group tolerance. The utility of this procedure is exhibited in the late-stage functionalization of nature product and drug molecules.

引用

页码：13089 / 13101

页数：13

共 44 条

[41] Visible-Light-Induced Intermolecular Dearomative Cyclization of 2-Bromo-1,3-dicarbonyl Compounds and Alkynes: Synthesis of Spiro[4.5]deca-1,6,9-trien-8-ones
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[43] Green metal-free synthesis of spiro-fused 3,4′-pyrazolo[4′,3′:5,6]pyrido[2,3-d]pyrimidine derivatives via deamination cyclization reactions in aqueous medium
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Kaimin Mao
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[44] Green metal-free synthesis of spiro-fused 3,4-pyrazolo[4,3:5,6]pyrido[2,3-d]pyrimidine derivatives via deamination cyclization reactions in aqueous medium
Dai, Lei
Mao, Kaimin
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RESEARCH ON CHEMICAL INTERMEDIATES, 2019, 45 (02) : 769 - 788

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