Zinc iodide: a mild and efficient catalyst for one-pot synthesis of aminoindolizines via sequential A3 coupling/cycloisomerization

被引：32

作者：

Mishra, Subhajit ^{[1
]}

Bagdi, Avik Kumar ^{[1
]}

Ghosh, Monoranjan ^{[1
]}

Sinha, Subrata ^{[2
]}

Hajra, Alakananda ^{[1
]}

机构：

[1] Visva Bharati, Dept Chem, Santini Ketan 731235, W Bengal, India

[2] Visva Bharati, Integrated Sci Educ & Res Ctr, Santini Ketan 731235, W Bengal, India

来源：

RSC ADVANCES | 2014年 / 4卷 / 13期

关键词：

MULTICOMPONENT REACTIONS; ROOM-TEMPERATURE; HIGHLY EFFICIENT; COUPLING REACTION; FACILE SYNTHESIS; ALDEHYDES; CYCLOISOMERIZATION; DERIVATIVES; STRATEGIES; AMINES;

D O I：

10.1039/c3ra46513f

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

ZnI2 was found to be an efficient catalyst for the synthesis of indolizine derivatives by a three-component coupling of pyridine-2-carboxaldehyde/quinoline-2-carboxaldehyde, secondary amines, and terminal alkynes in high yields. This protocol is compatible with a wide range of substrates and is expected to find broad applications due to its operational simplicity, shorter reaction time and low cost. A preliminary photophysical study showed that synthesized morpholinopyrrolo[1,2-a]quinolines represent a new class of fluorophore with high quantum yield.

引用

页码：6672 / 6676

页数：5

共 50 条

[41] A novel one-pot three-component synthesis of 3-halofurans and sequential Suzuki coupling
Karpov, AS
Merkul, E
Oeser, T
Müller, TJJ
CHEMICAL COMMUNICATIONS, 2005, (20) : 2581 - 2583
[42] Synthesis of imidazopyridine-fused indoles via one-pot sequential Knoevenagel condensation and cross dehydrogenative coupling
Shinde, Vikki N.
Dhiman, Shiv
Krishnan, Rangan
Kumar, Dalip
Kumar, Anil
ORGANIC & BIOMOLECULAR CHEMISTRY, 2018, 16 (33) : 6123 - 6132
[43] A Mild and Efficient One-Pot Synthesis of 2-Aminated Benzoxazoles and Benzothiazoles
Stewart, Gavin W.
Baxter, Carl A.
Cleator, Ed
Sheen, Faye J.
JOURNAL OF ORGANIC CHEMISTRY, 2009, 74 (08): : 3229 - 3231
[44] Mild and efficient one-pot synthesis of (E)-styrylperfluoroalkyl ketone from styrene
Rao, V. Raghavender
Patil, Kalpesh T.
Kumar, Deepak
Gupta, Manoj K.
Shin, Dong-Soo
RESULTS IN CHEMISTRY, 2022, 4
[45] A mild and efficient one-pot synthesis of 2-dihydroimidazoles from aldehydes
Fujioka, H
Murai, K
Ohba, Y
Hiramatsu, A
Kita, Y
TETRAHEDRON LETTERS, 2005, 46 (13) : 2197 - 2199
[46] Synthesis and characterization of a new polyoxovanadate for the one-pot three-component (A3) coupling of aldehydes, amines and alkynes
Naslhajian, Hadi
Amini, Mojtaba
Farnia, S. Morteza F.
Janczak, Jan
MOLECULAR CATALYSIS, 2020, 483
[47] ANTIMONY TRICHLORIDE AS A MILD AND ACCESSIBLE CATALYST FOR THE ONE-POT SYNTHESIS OF TETRAHYDROPYRIDINES AT ROOM TEMPERATURE
Mohammadi, Seddigheh
Ghazanfari, Dadkhoda
Karimi-Jaberi, Zahed
REVUE ROUMAINE DE CHIMIE, 2017, 62 (11) : 825 - 829
[48] An Easy One-Pot Synthesis of Tetrasubstituted 3-Alkynylpyrroles via Multicomponent Coupling Reaction
Chen, Xueming
Hou, Lei
Li, Xingshu
SYNLETT, 2009, (05) : 828 - 832
[49] A highly efficient and reusable heterogeneous catalyst for the one-pot synthesis of tetrasubstituted imidazoles
Mohammadi, Ali
Keshvari, Hossein
Sandaroos, Reza
Maleki, Behrooz
Rouhi, Hamed
Moradi, Hassanali
Sepehr, Zeinalabedin
Damavandi, Saman
APPLIED CATALYSIS A-GENERAL, 2012, 429 : 73 - 78
[50] Bismuth(III) chloride: An efficient catalyst for the one-pot stereoselective synthesis of octahydroacridines
Sabitha, G
Reddy, EV
Yadav, JS
SYNTHESIS-STUTTGART, 2002, (03): : 409 - 412

← 1 2 3 4 5 →