Synthesis and molecular structure of spirocyclic 2-oxindole derivatives of 2-amino-4H-pyran condensed with the pyrazolic nucleus

被引：107

作者：

Redkin, Ruslan Gr. ^{[1
]}

Shemchuk, Leonid A. ^{[1
]}

Chernykh, Valentine P. ^{[1
]}

Shishkin, Oleg V. ^{[2
]}

Shishkina, Svetlana V. ^{[2
]}

机构：

[1] Natl Pharmaceut Univ, UA-61001 Kahrkiv, Ukraine

[2] Natl Acad Sci Ukraine, STC Inst Single Crystals, UA-61001 Kahrkiv, Ukraine

来源：

TETRAHEDRON | 2007年 / 63卷 / 46期

关键词：

3-spiro-2-oxindoles; pyrano[2,3-c]pyrazol; methylene active nitriles; Michael reaction; X-ray diffraction analysis;

D O I：

10.1016/j.tet.2007.08.050

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

4,3'-Spiro[(6-amino-5-R-3-methyl-2H,4H-pyrano[2,3-c]pyrazolo)-2'-oxindoles] were synthesized based on the three-component condensation of isatins with 3-methyl-pyrazolone-5 and respective methylene active nitriles in the presence of basic catalysts. The molecular structure of the resulting compounds was proved unambiguously by X-ray diffraction. (C) 2007 Elsevier Ltd. All rights reserved.

引用

页码：11444 / 11450

页数：7

共 50 条

[11] Sodium L-ascorbate-catalyzed one-pot green synthesis of sulfonyl substituted 2-amino-4H-pyran derivatives
Nizhamu, Maijidan
Alifu, Zulipiye
Guo, Zhongqi
Ablajan, Keyume
RESEARCH ON CHEMICAL INTERMEDIATES, 2020, 46 (06) : 3217 - 3225
[12] Sodium L-ascorbate-catalyzed one-pot green synthesis of sulfonyl substituted 2-amino-4H-pyran derivatives
Maijidan Nizhamu
Zulipiye Alifu
Zhongqi Guo
Keyume Ablajan
Research on Chemical Intermediates, 2020, 46 : 3217 - 3225
[13] A new strategy for the synthesis is of 2-amino-4H-pyran derivatives in aqueous media using DABCO-Cucl complex as a novel and efficient catalyst
Baghernejad, Bita
Fiuzat, Mahsa
EURASIAN CHEMICAL COMMUNICATIONS, 2020, 2 (11): : 1088 - 1092
[14] A green, facile, and one-pot synthesis of 2-amino-4H-pyran derivatives using tungstate sulfuric acid as a solid acid catalyst
Rohani, Lida
Karami, Bahador
Farahi, Mahnaz
JOURNAL OF THE CHINESE CHEMICAL SOCIETY, 2021, 68 (05) : 888 - 892
[15] Synthesis of 2-oxindole derivatives via the intramolecular Heck reaction on solid support
Arumugam, V
Routledge, A
Abell, C
Balasubramanian, S
TETRAHEDRON LETTERS, 1997, 38 (36) : 6473 - 6476
[16] Chitosan-EDTA-Cellulose network as a green, recyclable and multifunctional biopolymeric organocatalyst for the one-pot synthesis of 2-amino-4H-pyran derivatives
Negin Rostami
Mohammad G. Dekamin
Ehsan Valiey
Hamidreza Fanimoghadam
Scientific Reports, 12
[17] Chitosan-EDTA-Cellulose network as a green, recyclable and multifunctional biopolymeric organocatalyst for the one-pot synthesis of 2-amino-4H-pyran derivatives
Rostami, Negin
Dekamin, Mohammad G.
Valiey, Ehsan
Fanimoghadam, Hamidreza
SCIENTIFIC REPORTS, 2022, 12 (01)
[18] Potassium-Exchanged Zirconium Hydrogen Phosphate [-Zr(KPO4)2]-Catalyzed Synthesis of 2-Amino-4H-pyran Derivatives under Solvent-Free Conditions
Rosati, Ornelio
Pelosi, Azzurra
Temperini, Andrea
Pace, Vittorio
Curini, Massimo
SYNTHESIS-STUTTGART, 2016, 48 (10): : 1533 - 1540
[19] Application of Immobilized Proline on CNTs and Proline Ionic Liquid as Novel Organocatalysts in the Synthesis of 2-Amino-4H-pyran Derivatives: A Comparative Study between Their Catalytic Activities
Hajipour, Abdol R.
Khorsandi, Zahra
CHEMISTRYSELECT, 2017, 2 (28): : 8976 - 8982
[20] Synthesis of new condensed 2-amino-4H-pyran-3-carbonitriles and of 2-aminoquinoline-3-carbonitriles
Al-Mousawi, SM
Elkholy, YM
Mohammad, MA
Elnagdi, MH
ORGANIC PREPARATIONS AND PROCEDURES INTERNATIONAL, 1999, 31 (03) : 305 - 313

← 1 2 3 4 5 →