ZEOLITE H-SDUSY POWDER (CBV720) AS A RECYCLABLE CATALYST FOR AN EFFICIENT THIOCYANATION OF AROMATIC AND HETEROAROMATIC COMPOUNDS IN ACETONITRILE

被引：7

作者：

Chary, V. Sudhakar ^{[1
]}

Krishnaiah, G. ^{[1
]}

Kumar, M. Satish ^{[1
]}

Rajanna, K. C. ^{[1
]}

机构：

[1] Osmania Univ, Dept Chem, Hyderabad 500007, TS, India

来源：

PHOSPHORUS SULFUR AND SILICON AND THE RELATED ELEMENTS | 2015年 / 190卷 / 07期

关键词：

Zeolite H-SDUSY(CBV720); ammoniumthiocyanate; thiocyanation; organic compounds; sonication; microwave irradiation; rate accelerations; REGIOSELECTIVE THIOCYANATION; AMMONIUM THIOCYANATE; ALPHA-THIOCYANATION; ARYL THIOCYANATES; PHASE SYNTHESIS; Y-ZEOLITES; CONVERSION; ALCOHOLS; REAGENT; ETHERS;

D O I：

10.1080/10426507.2014.978322

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

Thiocyanation of various aromatic and heteroaromatic compounds has been studied using Zeolite H-SDUSY Powder (CBV720) as catalyst and ammonium thiocyanate (NH4SCN) as thiocyanation reagent in acetonitrile medium. Reactions afforded good yields of products under stirred conditions at reflux temperature. Reactions underwent enhancements under sonication (using an ultrasonic probe of 24kHz frequency) and microwave irradiation. The use of ultrasound decreased the reaction times from (7-12h) to few minutes (70-150min). The use of microwave irradiation much more effectively enhanced the reaction rates than sonicated and conventional protocols used in this study.

引用

页码：1146 / 1153

页数：8

共 58 条

[21]

Iranpoor N., 2005, J SULFUR CHEM, V26, P133, DOI DOI 10.1080/17415990500135228

[22] A new application for diethyl azodicarboxylate: efficient and regioselective thiocyanation of aromatics amines [J].

Iranpoor, Nasser ;

Firouzabadi, Habib ;

Khalili, Dariush ;

Shahin, Rezvan .

TETRAHEDRON LETTERS, 2010, 51 (27) :3508-3510

[23] An efficient and general approach to β-functionalized ketones [J].

Jiao, Jingliang ;

Nguyen, Larry X. ;

Patterson, Dennis R. ;

Flowers, Robert A., II .

ORGANIC LETTERS, 2007, 9 (07) :1323-1326

[24] Revisiting nucleophilic substitution reactions: Microwave-assisted synthesis of azides, thiocyanates, and sulfones in an aqueous medium [J].

Ju, Yuhong ;

Kumar, Dalip ;

Varma, Rajender S. .

JOURNAL OF ORGANIC CHEMISTRY, 2006, 71 (17) :6697-6700

[25] Simple and Highly Efficient Catalytic Thiocyanation of Aromatic Compounds in Aqueous Media [J].

Khazaei, Ardeshir ;

Zolfigol, Mohammad Ali ;

Mokhlesi, Mohmmad ;

Panah, Fateme Derakhshan ;

Sajjadifar, Sami .

HELVETICA CHIMICA ACTA, 2012, 95 (01) :106-114

[26] Microwave-assisted palladium-catalyzed regioselective cyanothiolation of alkynes with thiocyanates [J].

Lee, Young Tak ;

Choi, Soo Young ;

Chung, Young Keun .

TETRAHEDRON LETTERS, 2007, 48 (32) :5673-5677

[27] Microwave assisted organic synthesis -: a review [J].

Lidström, P ;

Tierney, J ;

Wathey, B ;

Westman, J .

TETRAHEDRON, 2001, 57 (45) :9225-9283

[28] SONOCHEMISTRY .2. SYNTHETIC APPLICATIONS [J].

LINDLEY, J ;

MASON, TJ .

CHEMICAL SOCIETY REVIEWS, 1987, 16 (03) :275-311

[29]

Liu Y., 2012, SYNLETT, V23, P2663, DOI [10.1055/s-0032-1317345, DOI 10.1055/S-0032-1317345]

[30] Facile Method for Thiocyanation of Activated Arenes Using Iodic Acid in Combination with Ammonium Thiocyanate [J].

Mahajan, Ulhas S. ;

Akamanchi, Krishnacharya G. .

SYNTHETIC COMMUNICATIONS, 2009, 39 (15) :2674-2682

← 1 2 3 4 5 6 →