Palladium/copper-cocatalyzed three-component tandem cyclization of o-alkenyl arylisocyanides and sulfur ylides with alcohols: direct synthesis of spiro 3,3′-cyclopropyl oxindoles

被引：0

作者：

Gong, Yue ^{[1
]}

Xu, Xue-Cen ^{[1
]}

Yang, Zi-Xuan ^{[1
]}

Zhao, Yu-Long ^{[1
]}

机构：

[1] Northeast Normal Univ, Fac Chem, Jilin Prov Key Lab Organ Funct Mol Design & Synth, Changchun 130024, Peoples R China

来源：

ORGANIC CHEMISTRY FRONTIERS | 2024年 / 11卷 / 12期

基金：

中国国家自然科学基金;

关键词：

DIVERGENT SYNTHESIS; DERIVATIVES; CYCLOPROPANES; ISOCYANIDES;

D O I：

10.1039/d4qo00560k

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A novel palladium/copper-cocatalyzed three-component tandem cyclization of o-alkenyl arylisocyanides and sulfur ylides with alcohols has been developed for the first time. The reaction provides a simple and efficient method for the direct synthesis of spiro 3,3 '-cyclopropyl oxindoles from easily available acyclic starting materials in a single step. Further applications, including the synthesis of spiro 3,3 '-cyclopropyl oxindoles bearing a hydroxyl group and dihydro-1H-cyclopropa[c]quinolines, demonstrated the tremendous potential of the three-component tandem cyclization.

引用

页码：3369 / 3375

页数：7

共 3 条

[1] Rhodium/copper-cocatalyzed coupling-cyclization of o-alkenyl arylisocyanides with vinyl azides: one-pot synthesis of α-carbolines
Yang, Ming
Meng, Xiang-He
Wang, Zhuo
Gong, Yue
Zhao, Yu-Long
ORGANIC CHEMISTRY FRONTIERS, 2020, 7 (21): : 3493 - 3498
[2] Synthesis of Spiro 3,3′-Cyclopropyl Oxindoles via Cyclopropanation of 3-Alkenyl-oxindoles with CF3-Imidoyl Sulfoxonium Ylides
Li, Chen
Zhang, Yu
Chen, Zhengkai
JOURNAL OF ORGANIC CHEMISTRY, 2025, 90 (10): : 3796 - 3804
[3] Synthesis of 3,3-Disubstituted Oxindoles via a Three-Component Condensation Reaction in H2O
Rahmati, Abbas
Vakili, Kobra
HELVETICA CHIMICA ACTA, 2012, 95 (07) : 1126 - 1135

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