A new diastereoselective multicomponent, one-pot strategy for the synthesis of 3-substituted isoindolinones via efficient C-C bond formation

被引：18

作者：

Wan, Jie-Ping ^{[1
]}

Zhou, Jing ^{[1
]}

Mao, Hui ^{[1
]}

Pan, Yuan-Jiang ^{[1
]}

Wu, An-Xin ^{[2
]}

机构：

[1] Zhejiang Univ, Dept Chem, Hangzhou 310027, Peoples R China

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

来源：

TETRAHEDRON | 2008年 / 64卷 / 49期

基金：

中国国家自然科学基金;

关键词：

Multicomponent; One-pot; 3-Substituted isoindolinones; C-C bond formation;

D O I：

10.1016/j.tet.2008.09.092

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A new three-component reaction among o-phthalaldehyde, N-alkyl/aryl Substituted urea, and an aromatic aldehyde has been developed at ambient condition, and a class of isoindolinones with novel C-3 Substitution were conveniently synthesized. The general diastereomeric excess is high as over 99% of the products indicated the excellent stereoselectivity posed in this multicomponent reaction. (C) 2008 Elsevier Ltd. All rights reserved.

引用

页码：11115 / 11123

页数：9

共 50 条

[31] One-pot synthesis of carbazoles via tandem C-C cross-coupling and reductive amination
Goo, Deuk-Young
Woo, Sang Kook
ORGANIC & BIOMOLECULAR CHEMISTRY, 2016, 14 (01) : 122 - 130
[32] DIASTEREOSELECTIVE SYNTHESIS OF BRANCHED 2-DEOXY SUGARS VIA RADICAL C-C BOND FORMATION REACTIONS
GIESE, B
GRONINGER, K
TETRAHEDRON LETTERS, 1984, 25 (26) : 2743 - 2746
[33] An efficient one-pot, multi-component diastereoselective synthesis of functionalized cyclopenta[c]chromenes
Adib, Mehdi
Rajai-Daryasarei, Saideh
Zhu, Long-Guan
TETRAHEDRON LETTERS, 2018, 59 (39) : 3550 - 3553
[34] Promiscuous lipase catalyzed a new P-C bond formation: Green and efficient protocol for one-pot synthesis of α-aminophosphonates
Guezane-Lakoud, Samia
Toffano, Martial
Aribi-Zouioueche, Louisa
HETEROATOM CHEMISTRY, 2017, 28 (06)
[35] A One-Pot Copper-Catalyzed 3-Fold C-N Bond Coupling Strategy to the Synthesis of Substituted Benzimidazoles
Subramanian, Parthasarathi
Kaliappan, Krishna P.
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2020, 2020 (44) : 6915 - 6921
[36] A facile one pot C-C and C-N bond formation for the synthesis of spiro-benzodiazepines and their cytotoxicity
Nagaraju, Burri
Kovvuri, Jeshma
Babu, K. Suresh
Adiyala, Praveen Reddy
Nayak, V. Lakshma
Alarifi, Abdullah
Kamal, Ahmed
TETRAHEDRON, 2017, 73 (49) : 6969 - 6976
[37] One-Pot Synthesis of 3-Substituted 4H-Quinolizin-4-ones via Alkyne Substrate Control Strategy
Fang, Ji-Wang
Liao, Fang-jie
Qian, Yang
Dong, Chao-Chen
Xu, Li-Jin
Gong, Han-Yuan
JOURNAL OF ORGANIC CHEMISTRY, 2021, 86 (04): : 3648 - 3655
[38] Ring Openings of tert-Cyclobutanols: New Strategy towards the Synthesis of γ-Substituted Ketones via C-C Bond Cleavage
Hong, Yan
Chen, Zhu
PROGRESS IN CHEMISTRY, 2016, 28 (01) : 1 - 8
[39] One-pot solvent-free synthesis of quinolines by C-H activation/C-C Bond formation catalyzed by recyclable iron(III) triflate
Yao, Changsheng
Qin, Bingbin
Zhang, Honghong
Lu, Jun
Wang, Donglin
Tu, Shujiang
RSC ADVANCES, 2012, 2 (09): : 3759 - 3764
[40] One-pot synthesis of Ir subnanosized clusters supported on MWW nanosheets as effective catalysts for C-C bond hydrogenolysis
Naranov, Evgeny
Sadovnikov, Alexey
Arapova, Olga
Gorbunov, Dmitry
Gorbunov, Alexander
Shapovalova, Svetlana
Guda, Alexander
Soldatov, Alexander
Maximov, Anton
MICROPOROUS AND MESOPOROUS MATERIALS, 2025, 381

← 1 2 3 4 5 →