Highly Efficient Catalyst-Free One-Pot Synthesis of Dithiocarbamates under Solvent-Free Conditions

被引：5

作者：

Guo, Shengrong ^{[1
]}

Yuan, Yanqin ^{[1
]}

Zhang, Chunniu ^{[1
]}

机构：

[1] Lishui Univ, Dept Chem, Lishui 323000, Peoples R China

来源：

CHINESE JOURNAL OF ORGANIC CHEMISTRY | 2012年 / 32卷 / 05期

关键词：

dithiocarbamates; solvent-free; carbon disulfide; alpha; beta-unsaturated compounds; THIOUREAS;

D O I：

10.6023/cjoc1108171

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A highly efficient and simple synthesis of dithiocarbamates is reported in the one-pot reaction of amines, CS2, and alkyl halides without using a catalyst under solvent-free conditions. The mild reaction conditions, high yields, and broad scope of the reaction illustrate the good synthetic utility of this method. The reaction is a highly atom-economic process for production of dithiocarbamates and can be successfully used in large amount for the pharmaceutical or agrochemical industries.

引用

页码：907 / 914

页数：8

共 14 条

[1]

[Anonymous], 1981, SYNTHESIS

[2] One-pot synthesis of dithiocarbamates accelerated in water [J].

Azizi, N ;

Aryanasab, F ;

Torkiyan, L ;

Ziyaei, A ;

Saidi, MR .

JOURNAL OF ORGANIC CHEMISTRY, 2006, 71 (09) :3634-3635

[3] Straightforward and highly efficient catalyst-free one-pot synthesis of dithiocarbamates under solvent-free conditions [J].

Azizi, Najmedin ;

Aryanasab, Fezzeh ;

Saidi, Mohammad R. .

ORGANIC LETTERS, 2006, 8 (23) :5275-5277

[4] Facile synthesis of aliphatic isothiocyanates and thioureas on solid phase using peptide coupling reagents [J].

Boas, U ;

Gertz, H ;

Christensen, JB ;

Heegaard, PMH .

TETRAHEDRON LETTERS, 2004, 45 (02) :269-272

[5] Synthetic approaches towards 2-iminothiazolidines: an overview [J].

D'hooghe, M ;

De Kimpe, N .

TETRAHEDRON, 2006, 62 (04) :513-535

[6] ISOTHIOCYANOATES AND CYCLIC THIOCARBAMATES OF ALPHA,ALPHA'-TREHALOSE SUCROSE, AND CYCLOMALTOOLIGOSACCHARIDES [J].

FERNANDEZ, JMG ;

MELLET, CO ;

BLANCO, JLJ ;

MOTA, JF ;

GADELLE, A ;

COSTESARGUET, A ;

DEFAYE, J .

CARBOHYDRATE RESEARCH, 1995, 268 (01) :57-71

[7] Synthesis and antifungal activity of novel bis(dithiocarbamate) derivatives of glycerol [J].

Len, C ;

BoulogneMerlot, AS ;

Postel, D ;

Ronco, G ;

Villa, P ;

Goubert, C ;

Jeufrault, E ;

Mathon, B ;

Simon, H .

JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY, 1996, 44 (09) :2856-2858

[8] The mechanism of zinc(II)-dithiocarbamate-accelerated vulcanization uncovered; Theoretical and experimental evidence [J].

Nieuwenhuizen, PJ ;

Ehlers, AW ;

Haasnoot, JG ;

Janse, SR ;

Reedijk, J ;

Baerends, EJ .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1999, 121 (01) :163-168

[9] Catalysis by ionic liquids: Significant rate acceleration with the use of [pmIm]Br in the three-component synthesis of dithiocarbamates [J].

Ranu, Brindaban C. ;

Saha, Amit ;

Banerjee, Subhash .

EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2008, 2008 (03) :519-523

[10] Solventless protocol for efficient bis-N-boc protection of adenosine, cytidine, and guanosine derivatives [J].

Sikchi, Siddharth A. ;

Hultin, Philip G. .

JOURNAL OF ORGANIC CHEMISTRY, 2006, 71 (16) :5888-5891

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