Facile synthesis of 4H-chromene derivatives via base-mediated annulation of ortho-hydroxychalcones and 2-bromoallyl sulfones

被引：19

作者：

Thadkapally, Srinivas ^{[1
]}

Kunjachan, Athira C. ^{[1
]}

Menon, Rajeev S. ^{[1
]}

机构：

[1] CSIR Indian Inst Chem Technol, Med Chem & Pharmacol Div, Hyderabad 500007, Andhra Pradesh, India

来源：

BEILSTEIN JOURNAL OF ORGANIC CHEMISTRY | 2016年 / 12卷

关键词：

allenes; chromenes; cyclocondenzation; sulfones; vinylic substitution; 3-ALKYL ALLENOATES; EFFICIENT; CHROMENES; SALICYLALDEHYDES; CONSTRUCTION; 2H-CHROMENES; CYCLIZATION; METATHESIS; 1,2-DIONES; DISCOVERY;

D O I：

10.3762/bjoc.12.3

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The cesium carbonate-mediated reaction of 2-bromoallyl sulfones and ortho-hydroxychalcones furnished 3-arylsulfonyl-4-Hchromene derivatives in 58-67% yield (18 examples). 2-Bromoallyl sulfones functioned as synthetic surrogates for allenyl sulfones in the reaction.

引用

页码：16 / 21

页数：6

共 50 条

[21] Nickel Ferrite (NiFe2O4) Nanoparticles as Magnetically Recyclable Nanocatalyst for Highly Efficient Synthesis of 4H-Chromene Derivatives
Pourshojaei, Yaghoub
Zolala, Fatemeh
Eskandari, Khalil
Talebi, Mahshid
Morsali, Laleh
Amiri, Mahnaz
Khodadadi, Arash
Shamsimeymandi, Reza
Faghih-Mirzaei, Ehsan
Asadipour, Ali
JOURNAL OF NANOSCIENCE AND NANOTECHNOLOGY, 2020, 20 (05) : 3206 - 3216
[22] Synthesis of 5-trifluoromethyl-1,2,3-triazoles via base-mediated cascade annulation of diazo compounds with trifluoroacetimidoyl chlorides
Yang, Hefei
Xu, Tian-Hui
Lu, Shu-Ning
Chen, Zhengkai
Wu, Xiao-Feng
ORGANIC CHEMISTRY FRONTIERS, 2021, 8 (13) : 3440 - 3445
[23] Base-mediated [3+2]-cycloannulation strategy for the synthesis of pyrazolo[1,5-a]pyridine derivatives using (E)-β-iodovinyl sulfones
Jannapu Reddy, Raju
Sharadha, Nunavath
Haritha Kumari, Arram
ORGANIC & BIOMOLECULAR CHEMISTRY, 2022, 20 (21) : 4331 - 4337
[24] An efficient solvent free Amberlite IRA-400 Cl resin mediated multicomponent synthesis and photophysical properties of fluorescent 4H-chromene derivatives
Harichandran, Gurusamy
Parameswari, Parkunan
Shanmugam, Ponnusamy
DYES AND PIGMENTS, 2017, 139 : 541 - 548
[25] Synthesis of 4H-chromene, coumarin, 12H-chromeno[2,3-d]pyrimidine derivatives and some of their antimicrobial and cytotoxicity activities
Sabry, Nermien M.
Mohamed, Hany M.
Khattab, Essam Shawky A. E. H.
Motlaq, Shymaa S.
El-Agrody, Ahmed M.
EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 2011, 46 (02) : 765 - 772
[26] Synthesis of 2-aminobenzofurans via base-mediated [3+2] annulation of N-phenoxy amides with gem-difluoroalkenes
Chen, Kaifeng
Chen, Weijie
Chen, Fangyuan
Zhang, Haiman
Xu, Huiying
Zhou, Zhi
Yi, Wei
ORGANIC CHEMISTRY FRONTIERS, 2021, 8 (16) : 4452 - 4458
[27] Synthesis and X-ray crystal structures of polyfunctionalized 4H-chromene derivatives via tricomponent reaction with Knoevenagel adducts as intermediates in aqueous medium
Zanin, Lucas Lima
Quintero Jimenez, David Esteban
de Jesus, Matheus Pereira
Diniz, Luan Farinelli
Ellena, Javier
Meleiro Porto, Andre Luiz
JOURNAL OF MOLECULAR STRUCTURE, 2021, 1223
[28] Facile Protocol for the Synthesis of 2-Amino-4H-Chromene Derivatives using Choline Chloride/Urea
Maleki, Behrooz
Tayebee, Reza
Khoshsima, Ali
Ahmadpoor, Farshid
ORGANIC PREPARATIONS AND PROCEDURES INTERNATIONAL, 2020, 53 (01) : 34 - 41
[29] Base-mediated [4+2] annulation of electron-deficient nitrobenzoheterocycles and α,α-dicyanoalkenes in water: Facile access to structurally diverse functionalized dibenzoheterocyclic compounds
Zhuo, Jun-Rui
Quan, Bao-Xue
Zhao, Jian-Qiang
Zhang, Ming-Liang
Chen, Yong-Zheng
Zhang, Xiao-Mei
Yuan, Wei-Cheng
TETRAHEDRON, 2020, 76 (17)
[30] Base-mediated regioselective [3+2] annulation of ketenimines and isocyanides: efficient synthesis of 1,4,5-trisubstituted imidazoles
Cai, Jinxiong
Bai, Haijie
Wang, Yuan
Xu, Xianxiu
Xie, Haiming
Liu, Jun
CHEMICAL COMMUNICATIONS, 2019, 55 (26) : 3821 - 3824

← 1 2 3 4 5 →