A direct synthesis of aryl thiocyanates using cerium(IV) ammonium nitrate

被引:136
作者
Nair, V [1 ]
George, TG [1 ]
Nair, LG [1 ]
Panicker, SB [1 ]
机构
[1] CSIR, Reg Res Lab, Div Organ Chem, Trivandrum 695019, Kerala, India
关键词
cerium(IV) ammonium nitrate; thiocyanates; arenes; indoles;
D O I
10.1016/S0040-4039(98)02563-5
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
An easy method for the conversion of arenes to aryl thiocyanates in high yields as illustrated by the formation of 3-thiocyanato indole from indole in quantitative yield is described. (C) 1999 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码:1195 / 1196
页数:2
相关论文
共 10 条
[1]   THIOCYANATION OF INDOLE - SOME REACTIONS OF 3-THIOCYANOINDOLE [J].
GRANT, MS ;
SNYDER, HR .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1960, 82 (11) :2742-2744
[2]  
Guy R. G., 1977, The Chemistry of Cyanates and Their Thio derivatives-part 2, P819
[3]   NOVEL AND DIRECT NUCLEOPHILIC SULFENYLATION AND THIOCYANATION OF PHENOL ETHERS USING A HYPERVALENT IODINE(III) REAGENT [J].
KITA, Y ;
TAKADA, T ;
MIHARA, S ;
WHELAN, BA ;
TOHMA, H .
JOURNAL OF ORGANIC CHEMISTRY, 1995, 60 (22) :7144-7148
[4]   Oxidative addition of 1,3-dicarbonyl compounds to alkenes mediated by cerium(IV) ammonium nitrate and manganese(III) acetate: A comparative study [J].
Nair, V ;
Mathew, J ;
Radhakrishnan, KV .
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1996, (12) :1487-1492
[5]   A very efficient cerium (IV) ammonium nitrate (CAN) mediated thiocyanation of aralkenes: Formation of dithiocyanates [J].
Nair, V ;
Nair, LG .
TETRAHEDRON LETTERS, 1998, 39 (25) :4585-4586
[6]   Novel cerium(IV) ammonium nitrate induced dimerization of methoxystyrenes [J].
Nair, V ;
Mathew, J ;
Kanakamma, PP ;
Panicker, SB ;
Sheeba, V ;
Zeena, S ;
Eigendorf, GK .
TETRAHEDRON LETTERS, 1997, 38 (12) :2191-2194
[7]   Cerium(IV) mediated oxygenation of dialkyl malonates: A novel synthesis of tartronic acid derivatives. [J].
Nair, V ;
Nair, LG ;
Mathew, J .
TETRAHEDRON LETTERS, 1998, 39 (18) :2801-2804
[8]  
Nair V., 1997, CHEM SOC REV, P127
[9]   A VERSATILE PROCEDURE FOR THE PREPARATION OF ARYL THIOCYANATES USING N-THIOCYANATOSUCCINIMIDE (NTS) [J].
TOSTE, FD ;
DESTEFANO, V ;
STILL, IWJ .
SYNTHETIC COMMUNICATIONS, 1995, 25 (08) :1277-1286
[10]  
WOOD JL, 1946, ORG REACTIONS, V3, P240