[18-C-6H3O+]: an in-situ generated macrocyclic complex and an efficient, novel catalyst for synthesis of pyrano[2,3-c]pyrazole derivatives

被引：12

作者：

Mishra, Manisha ^{[1
]}

Jomon, K. J. ^{[1
]}

Krishnan, V. R. Sriram ^{[1
]}

Nizam, Aatika ^{[1
]}

机构：

[1] CHRIST, Dept Chem, Hosur Rd, Bangalore 560029, Karnataka, India

来源：

SCIENTIFIC REPORTS | 2020年 / 10卷 / 01期

关键词：

IONIC LIQUIDS; ONE-POT; CROWN; CATION; PYRAZOLES; WATER;

D O I：

10.1038/s41598-020-70665-z

中图分类号：

O [数理科学和化学]; P [天文学、地球科学]; Q [生物科学]; N [自然科学总论];

学科分类号：

07 ; 0710 ; 09 ;

摘要：

Synthesis of small aromatic heterocycles is of greater importance in the organic chemistry due to their vibrant applications in pharmaceuticals, agrochemicals and veterinary products. Pyranopyrazoles are one such class of heterocycles associated with numerous applications. Hence herein we report a multicomponent crown ether catalyzed, ultrasound irradiated methodology to make different functionalized pyranopyrazoles in a single step. This technique involves the in-situ generation of [18-C-6H(3)O(+)][OH-] complex, which in turn activates the aromatic aldehyde and aids in the facile nucleophilic addition.

引用

页数：6

共 50 条

[31] ZnS nanoparticles as an efficient and reusable catalyst for synthesis of 4H-pyrano[2,3-c]pyrazoles
Borhade, Ashok Vishram
Uphade, Bhagwat Karbhari
JOURNAL OF THE IRANIAN CHEMICAL SOCIETY, 2015, 12 (06) : 1107 - 1113
[32] ZnS nanoparticles as an efficient and reusable catalyst for synthesis of 4H-pyrano[2,3-c]pyrazoles
Ashok Vishram Borhade
Bhagwat Karbhari Uphade
Journal of the Iranian Chemical Society, 2015, 12 : 1107 - 1113
[33] STUDIES IN A SERIES OF PYRANO [2,3-C] PYRAZOLE-3(2H)-ONES
MAQUESTIAU, A
VANHAVERBEKE, Y
VANDENEYNDE, JJ
BULLETIN DES SOCIETES CHIMIQUES BELGES, 1979, 88 (09): : 665 - 669
[34] ACTIVATED NITRILES IN HETEROCYCLIC SYNTHESIS - A NOVEL SYNTHESIS OF PYRANO[2,3-D]PYRIMIDINE, PYRANO[2,3-C]PYRAZOLE, PYRANO[2,3-D]THIAZOLE AND THIAZOLO[3,2-A]PYRIDINE DERIVATIVES
IBRAHIM, MKA
ELMOGHAYAR, MRH
SHARAF, MF
INDIAN JOURNAL OF CHEMISTRY SECTION B-ORGANIC CHEMISTRY INCLUDING MEDICINAL CHEMISTRY, 1987, 26 (03): : 216 - 219
[35] SODIUM GLUCONATE: AN EFFICIENT ORGANOCATALYST FOR THE SYNTHESIS OF DIHYDROPYRANO[2,3-C]PYRAZOLE DERIVATIVES
Khandebharad, Amol
Sarda, Swapnil
Soni, Mahesh
Agrawal, Brijmohan
BULLETIN OF THE CHEMICAL SOCIETY OF ETHIOPIA, 2019, 33 (02) : 331 - 340
[36] STUDIES ON HETEROCYCLIC ENAMINES - NEW SYNTHESIS OF PYRANO[2,3-B]PYRIDINE, PYRANO[2,3-D]PYRIMIDINE AND PYRANO[2,3-C]PYRAZOLE DERIVATIVES
ABED, NM
IBRAHIM, NS
ELNAGDI, MH
ZEITSCHRIFT FUR NATURFORSCHUNG SECTION B-A JOURNAL OF CHEMICAL SCIENCES, 1986, 41 (07): : 925 - 928
[37] MOF-199 as an Efficient Metal Organic Framework Catalyst for the Synthesis of Spiro[Indoline-3,4′-Pyrano[2,3-c]Pyrazole] Derivatives
Hojati, Seyedeh F.
Amiri, Amirhassan
Mohamadi, Sara
Soleimanian, Sara
POLYCYCLIC AROMATIC COMPOUNDS, 2023, 43 (09) : 8134 - 8146
[38] Synthesis, DFT calculation, pharmacological evaluation, and catalytic application in the synthesis of diverse pyrano[2,3-c]pyrazole derivatives
Amer, Mostafa M. K.
Abdellattif, Magda H.
Mouneir, Samar M.
Zordok, Wael A.
Shehab, Wesam S.
BIOORGANIC CHEMISTRY, 2021, 114
[39] Methanesulfonic acid catalyzed one-pot synthesis of pyrano[2,3-c] pyrazole derivatives in water
Heravi, M. M.
Javanmardi, N.
Oskooie, H. A.
Baghernejad, B.
BULGARIAN CHEMICAL COMMUNICATIONS, 2014, 46 (02): : 397 - 400
[40] Molecular sieves: an efficient and reusable catalyst for multi-component synthesis of dihydropyrano[2,3-C]pyrazole derivatives
Gujar, Jitendra B.
Chaudhari, Mahendra A.
Kawade, Deepak S.
Shingare, Murlidhar S.
TETRAHEDRON LETTERS, 2014, 55 (44) : 6030 - 6033

← 1 2 3 4 5 →