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

[1] Efficient one-pot synthesis of quinoxalines in the presence of zinc iodide as catalyst
J. N. Sangshetti
N. D. Kokare
D. B. Shinde
Russian Journal of Organic Chemistry, 2009, 45 : 1116 - 1118
[2] Efficient one-pot synthesis of quinoxalines in the presence of zinc iodide as catalyst
Sangshetti, J. N.
Kokare, N. D.
Shinde, D. B.
RUSSIAN JOURNAL OF ORGANIC CHEMISTRY, 2009, 45 (07) : 1116 - 1118
[3] LiBr: A Mild Lewis Acid Catalyst for Efficient One-Pot Synthesis of α-Amino Nitriles
Suresh, Anil Saini
Sandhu, Jagir S.
SYNTHETIC COMMUNICATIONS, 2008, 38 (21) : 3655 - 3661
[4] Highly efficient, iodide catalysed propargylamines synthesis via A3 coupling reaction
Singh, Ashmita
Narula, Anudeep Kumar
RESULTS IN CHEMISTRY, 2022, 4
[5] Alum: An efficient catalyst for one-pot synthesis of α-aminophosphonates
Sonar, Swapnil S.
Shelke, Kiran F.
Kakade, Gopal K.
Shingate, Bapurao B.
Shingare, Murlidhar S.
CHINESE CHEMICAL LETTERS, 2009, 20 (09) : 1042 - 1046
[6] Alum:An efficient catalyst for one-pot synthesis of α-aminophosphonates
Swapnil S.Sonar
Kiran F.Shelke
Gopal K.Kakade
Bapurao B.Shingate
Murlidhar S.Shingare
Chinese Chemical Letters, 2009, 20 (09) : 1042 - 1046
[7] AgI-promoted one-pot synthesis of aminoindolizines via sequential Mannich-Grignard addition and intramolecular cyclization in water
Guguloth, Veeranna
Balaboina, Ramesh
Paidakula, Suresh
Thirukovela, Narasimha S.
Vadde, Ravinder
JOURNAL OF HETEROCYCLIC CHEMISTRY, 2021, 58 (03) : 900 - 904
[8] Development of a one-pot sequential Sonogashira coupling for the synthesis of benzofurans
Csekei, Marton
Novak, Zoltan
Kotschy, Andras
TETRAHEDRON, 2008, 64 (37) : 8992 - 8996
[9] One-pot and catalyst-free synthesis of thiosemicarbazones via multicomponent coupling reactions
Cunha, Silvio
da Silva, Tiago Lima
TETRAHEDRON LETTERS, 2009, 50 (18) : 2090 - 2093
[10] A one-pot synthesis of 2,2′-disubstituted diindolylmethanes (DIMs) via a sequential Sonogashira coupling and cycloisomerization/C3-functionalization of 2-iodoanilines
Kayet, Anirban
Singh, Vinod K.
ORGANIC & BIOMOLECULAR CHEMISTRY, 2017, 15 (33) : 6997 - 7007

← 1 2 3 4 5 →