Solvent-Free Synthesis of Hydrazine-Substituted Enaminones via a One-Pot Four-Component Reaction

被引：7

作者：

Alizadeh, Abdolali ^{[1
]}

Babaki, Mohadeseh ^{[1
]}

Zohreh, Nasrin ^{[1
]}

机构：

[1] Tarbiat Modares Univ, Dept Chem, Tehran 18716, Iran

来源：

SYNTHESIS-STUTTGART | 2008年 / 20期

关键词：

diketene; diisopropyl diazodicarboxylate; four-component reaction; solvent-free reaction; hydrazine; enamine; enaminone;

D O I：

10.1055/s-0028-1083142

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A four-component reaction for the synthesis of hydrazine-substituted enaminones is illustrated. In situ generation of a beta-keto ester or beta-keto amide from diketene and ROH or RNH(2) and then reaction with a primary amine to produce enaminones, followed by functionalization of the adduct by C-N bond formation through reaction with diisopropyl diazodicarboxylate, are performed under solvent-free conditions in one pot to obtain the title compound in good yield.

引用

页码：3295 / 3298

页数：4

共 50 条

[1] Solvent-free one-pot synthesis of highly functionalized benzothiazolediamides via Ugi four-component reaction
Sheikholeslami-Farahani, F.
Shahvelayati, A. S.
BULGARIAN CHEMICAL COMMUNICATIONS, 2015, 47 (03): : 830 - 836
[2] Solvent-Free Synthesis of Pyrrolo [2,1-α] Isoquinolines via One-Pot Four-Component Reaction
Aminkhani, Ali
Sharifi, Sina
LETTERS IN ORGANIC CHEMISTRY, 2022, 19 (03) : 244 - 249
[3] An efficient, catalyst- and solvent-free, four-component, and one-pot synthesis of polyhydroquinolines on grinding
Kumar, Satish
Sharma, Poonam
Kapoor, Kamal K.
Hundal, Maninder Singh
TETRAHEDRON, 2008, 64 (03) : 536 - 542
[4] An Unexpected Diastereoselective Synthesis of Novel Substituted Pyridines via One-Pot, Four-Component Reaction
Zangouei, Mahdieh
Esmaeili, Abbas Ali
Mague, Joel T.
SYNLETT, 2016, 27 (11) : 1669 - 1673
[5] Solvent-free one-pot four-component synthesis of 2-aminomorpholines. Access to related diaminoalcohols
Regnier, Thomas
Berree, Fabienne
Lavastre, Olivier
Carboni, Bertrand
GREEN CHEMISTRY, 2007, 9 (02) : 125 - 126
[6] Diastereoselective Synthesis of (±)-Heliotropamide by a One-Pot, Four-Component Reaction
Younai, Ashkaan
Chin, Gregory F.
Shaw, Jared T.
JOURNAL OF ORGANIC CHEMISTRY, 2010, 75 (23): : 8333 - 8336
[7] Diastereoselective synthesis of γ-lactams by a one-pot, four-component reaction
Wei, Jingqiang
Shaw, Jared T.
ORGANIC LETTERS, 2007, 9 (20) : 4077 - 4080
[8] Efficient One-Pot Synthesis of Substituted Lactams via Three-Component Solvent-Free Reaction Catalyzed by Ytterbium Triflate
Nagarajan, Arasampattu S.
Reddy, Boreddy S. R.
SYNTHETIC COMMUNICATIONS, 2013, 43 (09) : 1229 - 1236
[9] Chemoselective synthesis of fully substituted pyrroles via a one-pot four-component isocyanide-based reaction
Nazeri, Mohammad Taghi
Shaabani, Ahmad
Notash, Behrouz
ORGANIC & BIOMOLECULAR CHEMISTRY, 2021, 19 (16) : 3722 - 3734
[10] Facile, efficient and diastereoselective synthesis of α-hydrazine tetrazoles through a novel one-pot four-component reaction
Ramezanpour, Sorour
Balalaie, Saeed
Rominger, Frank
Alavijeh, Nahid S.
Bijanzadeh, Hamid Reza
TETRAHEDRON, 2013, 69 (50) : 10718 - 10723

← 1 2 3 4 5 →