Synthesis and Luminescence of 4H-Benzo[b]pyran Derivatives Catalyzed by Silica Sulfuric Acid in Aqueous Media

被引：4

作者：

Wan, Yu ^{[2
]}

Liu, Wan-Wan ^{[3
]}

Zhan, Qi-chen ^{[1
]}

Cui, Hao ^{[1
]}

Zhang, Qian ^{[1
]}

Yue, Shu-ning ^{[1
]}

Lin, Wei ^{[1
]}

Zhou, Sheng-liang ^{[2
]}

Wu, Hui ^{[1
,2
]}

机构：

[1] Jiangsu Normal Univ, Sch Chem & Chem Engn, Xuzhou 221116, Peoples R China

[2] Jiangsu Normal Univ, State Key Lab Cultivat Construct Base Biotechnol, Xuzhou 221116, Peoples R China

[3] Kewen Coll, Xuzhou 221116, Peoples R China

来源：

LETTERS IN ORGANIC CHEMISTRY | 2015年 / 12卷 / 08期

关键词：

4H-Benzo[b]pyran Derivatives; Synthesis; Luminescence; ONE-POT SYNTHESIS; EFFICIENT CATALYST; IRRADIATION; MILD;

D O I：

10.2174/1570178612666150709170402

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Silica sulfuric acid (SSA) was used as efficient catalyst for the synthesis of 4H-benzo[b]pyran derivatives via the one-pot three-component condensation of aromatic aldehyde (1), 5,5-dimethyl-1,3-cyclohexanedione (2a) or 1,3-cyclohexandione (2b) and malononitrile (3) in aqueous media with high yields. The luminescence of products was studied in detail.

引用

页码：538 / 543

页数：6

共 29 条

[1] ACTIVATED NITRILES IN HETEROCYCLIC SYNTHESIS - A NOVEL SYNTHESIS OF 4-AZOLOYL-2-AMINOQUINOLINES [J].

ABDELGALIL, FM ;

RIAD, BY ;

SHERIF, SM ;

ELNAGDI, MH .

CHEMISTRY LETTERS, 1982, (08) :1123-1126

[2] SYNTHESIS OF CYCLOBUTENES BY THE NOVEL PHOTOCHEMICAL RING CONTRACTION OF 4-SUBSTITUTED 2-AMINO-3,5-DICYANO-6-PHENYL-4H-PYRANS [J].

ARMESTO, D ;

HORSPOOL, WM ;

MARTIN, N ;

RAMOS, A ;

SEOANE, C .

JOURNAL OF ORGANIC CHEMISTRY, 1989, 54 (13) :3069-3072

[3] A stereoselective three-component reaction:: One-pot synthesis of cis-isoquinolonic acids catalyzed by silica sulfuric acid under mild and heterogeneous conditions [J].

Azizian, J ;

Mohammadi, AA ;

Soleimani, E ;

Karimi, AR ;

Mohammadizadeh, MR .

JOURNAL OF HETEROCYCLIC CHEMISTRY, 2006, 43 (01) :187-190

[4] (S)-Proline as a neutral and efficient catalyst for the one-pot synthesis of tetrahydrobenzo[b]pyran derivatives in aqueous media [J].

Balalaie, S ;

Bararjanian, M ;

Amani, AM ;

Movassagh, B .

SYNLETT, 2006, (02) :263-266

[5] SYNTHESIS AND PHARMACOLOGICAL ACTIVITY OF 2-OXO-(2H) 1-BENZOPYRAN-3-CARBOXAMIDE DERIVATIVES [J].

BONSIGNORE, L ;

LOY, G ;

SECCI, D ;

CALIGNANO, A .

EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 1993, 28 (06) :517-520

[6] Sodium bromide catalysed one-pot synthesis of tetrahydrobenzo[b]pyrans via a three-component cyclocondensation under microwave irradiation and solvent free conditions [J].

Devi, I ;

Bhuyan, PJ .

TETRAHEDRON LETTERS, 2004, 45 (47) :8625-8627

[7] Fluoride ion catalyzed multicomponent reactions for efficient synthesis of 4H-chromene and N-arylquinoline derivatives in aqueous media [J].

Gao, Shijay ;

Tsai, Cheng Hsuan ;

Tseng, Chi ;

Yao, Ching-Fa .

TETRAHEDRON, 2008, 64 (38) :9143-9149

[8]

HAFEZ EAA, 1987, HETEROCYCLES, V26, P903

[9]

Hassanien AA, 1999, J INDIAN CHEM SOC, V76, P350

[10] Sodium selenate catalyzed simple and efficient synthesis of tetrahydro benzo[b]pyran derivatives [J].

Hekmatshoar, Rahim ;

Majedi, Soma ;

Bakhtiari, Khadijeh .

CATALYSIS COMMUNICATIONS, 2008, 9 (02) :307-310

← 1 2 3 →