An Efficient Synthesis of Tetrahydrobenzo[b]pyran Derivatives Using Sulfonic Acid Functionalized Silica as an Efficient Catalyst

被引：62

作者：

Ziarani, Ghodsi Mohammadi ^{[1
]}

Abbasi, Alireza ^{[2
]}

Badiei, Alireza ^{[2
]}

Aslani, Zeinab ^{[1
]}

机构：

[1] Alzahra Univ, Dept Chem, Tehran, Iran

[2] Univ Tehran, Coll Sci, Sch Chem, Tehran, Iran

来源：

E-JOURNAL OF CHEMISTRY | 2011年 / 8卷 / 01期

关键词：

Tetrahydrobenzo[b]pyran; Dimedone; Aromatic aldehyde; Malononitrile; Sulfonic acid functionalized silica; ONE-POT SYNTHESIS; RECOVERABLE INTERPHASE CATALYST; VERSATILE CATALYST; AMMONIUM BROMIDE; TETRAHYDROBENZOPYRAN; CONDENSATION;

D O I：

10.1155/2011/367613

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Tetrahydrobenzo[b]pyran derivatives were efficiently synthesized by the reaction of appropriated aromatic aldehydes, malononitrile and dimedone in the presence of SiO2-Pr-SO3H as a nanoporous and recoverable solid acid catalyst, in good to excellent yields. Single crystal x-ray analysis conclusively confirmed the structure of the 2-amino-3-cyano-7,7-dimethyl-4(4-methylphenyl)-5-oxo-4H-5,6,7,8-tetrahydro-benzopyran.

引用

页码：293 / 299

页数：7

共 50 条

[1] Trichloroisocyanuric Acid as a Highly Efficient Catalyst for the Synthesis of Tetrahydrobenzo[b]pyran Derivatives
Hojati, S. F.
MoeiniEghbali, N.
Mohamadi, S.
Ghorbani, T.
ORGANIC PREPARATIONS AND PROCEDURES INTERNATIONAL, 2018, 50 (04) : 408 - 415
[2] Synthesis of tetrahydrobenzo[b]pyran and 3,4-dihydropyrimidinone derivatives using glutamic acid as an efficient catalyst
Khandan-Barani, Khatereh
Kangani, Mehrnoosh
Mirbaluchzehi, Maryam
Siroos, Zahra
INORGANIC AND NANO-METAL CHEMISTRY, 2017, 47 (05) : 751 - 755
[3] An Efficient and Convenient Approach to Synthesis of Tetrahydrobenzo[b]pyran Derivatives Using Tetrabutylammonium Bromide as Catalyst
Gurumurthi, S.
Sundari, V.
Valliappan, R.
E-JOURNAL OF CHEMISTRY, 2009, 6 : S466 - S472
[4] Practical and efficient synthesis of tetrahydrobenzo[b]pyran using caffeine supported on silica as an ionic liquid solid acid catalyst
Bakherad, Mohammad
Keivanloo, Ali
Moradian, Elmira
Amin, Amir H.
Doosti, Rahele
Armaghan, Mahsa
JOURNAL OF THE IRANIAN CHEMICAL SOCIETY, 2018, 15 (12) : 2811 - 2819
[5] Practical and efficient synthesis of tetrahydrobenzo[b]pyran using caffeine supported on silica as an ionic liquid solid acid catalyst
Mohammad Bakherad
Ali Keivanloo
Elmira Moradian
Amir H. Amin
Rahele Doosti
Mahsa Armaghan
Journal of the Iranian Chemical Society, 2018, 15 : 2811 - 2819
[6] CARO'S ACID-SILICA GEL: AN EFFICIENT AND VERSATILE CATALYST FOR THE ONE-POT SYNTHESIS OF TETRAHYDROBENZO[b]PYRAN DERIVATIVES
Oskooie, Hossein Abdi
Heravi, Majid M.
Karimi, Narges
Zadeh, Mojgan Ebrahim
SYNTHETIC COMMUNICATIONS, 2011, 41 (03) : 436 - 440
[7] β-Cyclodextrin as an efficient catalyst for the one-pot synthesis of tetrahydrobenzo[b]pyran derivatives in water
Lu, Jun
Fu, Xue-wen
Zhang, Ge
Wang, Chun
RESEARCH ON CHEMICAL INTERMEDIATES, 2016, 42 (02) : 417 - 424
[8] β-Cyclodextrin as an efficient catalyst for the one-pot synthesis of tetrahydrobenzo[b]pyran derivatives in water
Jun Lu
Xue-wen Fu
Ge Zhang
Chun Wang
Research on Chemical Intermediates, 2016, 42 : 417 - 424
[9] Pentafluoropropionic Acid: An Efficient and Metal-Free Catalyst for the One-Pot Synthesis of Tetrahydrobenzo[b] pyran Derivatives
Montazeri, Naser
Noghani, Taghva
Ghorchibeigy, Mona
Zoghi, Rozita
JOURNAL OF CHEMISTRY, 2014, 2014
[10] An Efficient and Green Synthesis of Tetrahydrobenzo[b]Pyran Derivatives Using [(EMIM)Ac] at Room Temperature
Katariya, Ashishkumar P.
Yadav, Ashok R.
Pawar, Omprakash B.
Pisal, Parshuram M.
Sangshetti, Jaiprakash N.
Katariya, Maya, V
Deshmukh, Satish U.
CHEMISTRYSELECT, 2022, 7 (15):

← 1 2 3 4 5 →