One-pot synthesis of new functionalized 4H-chromen-4-ylidene derivatives

被引:1
作者
Saeni, Vosough [1 ]
Bayat, Mohammad [1 ]
Hosseini, Fahimeh Sadat [1 ]
机构
[1] Imam Khomeini Int Univ, Dept Chem, Fac Sci, Qazvin, Iran
关键词
2-AMINO-4H-CHROMENE DERIVATIVES; 4H-CHROMENE DERIVATIVES; ALPHA-AMINOPHOSPHONATES; MICROWAVE IRRADIATION; BIOLOGICAL EVALUATION; SELECTIVITY CONTROL; GREEN; EFFICIENT; CATALYST;
D O I
10.1002/jhet.4322
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A simple synthesis of new series of functionalized chromene derivatives through an efficient, one-pot, multicomponent reaction of nitroketene N,S-acetals, salicylaldehydes, and cyanoacetohydrazide in ethanol at ambient temperature in good to high yields is reported. This novel efficient method has the advantages of mild reaction conditions, absence of catalyst, simple work-up, and the non-chromatographic purification of products.
引用
收藏
页码:1962 / 1970
页数:9
相关论文
共 49 条
[1]  
Baharfar R, 2015, J CHIL CHEM SOC, V60, P2900
[2]   An efficient and reusable nano catalyst for the synthesis of benzoxanthene and chromene derivatives [J].
Balou, Javad ;
Khalilzadeh, Mohammad A. ;
Zareyee, Daryoush .
SCIENTIFIC REPORTS, 2019, 9 (1)
[3]   One-pot synthesis of 4-alkyl-2-amino-4H-chromene derivatives [J].
Bardasov, Ivan N. ;
Alekseeva, Anastasiya U. ;
Ershov, Oleg V. ;
Grishanov, Dmitry A. .
HETEROCYCLIC COMMUNICATIONS, 2015, 21 (03) :175-177
[4]   Synthesis of imidazo[1,2-a]pyridine-6-carbohydrazides and 1H-pyrido [1,2-cdpyrimidine-7-carbohydrazides [J].
Bayat, Mohammad ;
Hosseini, Fahimeh Sadat .
TETRAHEDRON LETTERS, 2017, 58 (16) :1616-1621
[5]   Zirconium(IV) compounds as efficient catalysts for synthesis of α-aminophosphonates [J].
Bhagat, Srikant ;
Chakraborti, Asit K. .
JOURNAL OF ORGANIC CHEMISTRY, 2008, 73 (15) :6029-6032
[6]   An extremely efficient three-component reaction of aldehydes/ketones, amines, and phosphites (Kabachnik-Fields reaction) for the synthesis of α-aminophosphonates catalyzed by magnesium perchlorate [J].
Bhagat, Srikant ;
Chakraborti, Asit K. .
JOURNAL OF ORGANIC CHEMISTRY, 2007, 72 (04) :1263-1270
[7]   α-Aminophosphonates as novel anti-leishmanial chemotypes: synthesis, biological evaluation, and CoMFA studies [J].
Bhagat, Srikant ;
Shah, Parth ;
Garg, Sanjeev K. ;
Mishra, Shweta ;
Kaur, Preet Kamal ;
Singh, Sushma ;
Chakraborti, Asit K. .
MEDCHEMCOMM, 2014, 5 (05) :665-670
[8]   A Catalyst-Free Domino Protocol for the Chemoselective Synthesis of Multifunctionalised Pyrroles in Aqueous Media via Nitroketene-N,S-Acetal Chemistry [J].
Chaudhary, Ankita ;
Khurana, Jitender M. ;
Khanna, Garima ;
Saroha, Mohit .
CHEMISTRYSELECT, 2018, 3 (23) :6334-6337
[9]  
Clarina T., 2017, CHEM SCI T, V6, P523, DOI [DOI 10.7598/CST2017.1422, DOI 10.7598/cst2017.1422]
[10]   Biological importance of structurally diversified chromenes [J].
Costa, Marta ;
Dias, Tatiana A. ;
Brito, Alexandra ;
Proenca, Fernanda .
EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 2016, 123 :487-507