A new and efficient protocol for preparation of thiol esters from carboxylic acids and thiols in the presence of 2-(1H-benzotriazole-1-yl)-1,1,3,3-tetramethyluronium tetrafluoroborate (TBTU)

被引：12

作者：

Movassagh, Barahman ^{[1
,2
]}

Balalaie, Saeed ^{[1
]}

Shaygana, Pershang ^{[1
]}

机构：

[1] KN Toosi Univ Technol, Dept Chem, POB 16315-1618, Tehran, Iran

[2] Kermanshah Oil Refining Co, Kermanshah, Iran

来源：

ARKIVOC | 2007年

关键词：

thiol esters; TBTU; coupling reagent; carboxylic acids; thiols;

D O I：

10.3998/ark.5550190.0008.d07

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A novel and convenient method has been developed for the synthesis of thiol esters from the corresponding carboxylic acids and thiols at room temperature using 2-(1H-benzotriazole-1-yl)1,1,3,3-tetramethyluronium tetrafluoroborate (TBTU) as the coupling reagent.

引用

页码：47 / 52

页数：6

共 50 条

[1] 2-(1H-Benzotriazole-1-yl)-1,1,3,3-tetramethyluronium tetrafluoroborate as an efficient coupling reagent for the amidation and phenylhydrazation of carboxylic acids at room temperature
Balalaie, S.
Mahdidoust, M.
Eshaghi-Najafabadi, R.
JOURNAL OF THE IRANIAN CHEMICAL SOCIETY, 2007, 4 (03) : 364 - 369
[2] 2-(1H-benzotriazole-1-yl)-1,1,3,3-tetramethyluronium tetrafluoroborate as an efficient coupling reagent for the amidation and phenylhydrazation of carboxylic acids at room temperature
S. Balalaie
M. Mahdidoust
R. Eshaghi-Najafabadi
Journal of the Iranian Chemical Society, 2007, 4 : 364 - 369
[3] 2-(1H-benzotriazole-1-yl)-1,1,3,3-tetramethyluronium tetrafluoro borate (TBTU) as an efficient coupling reagent for the esterification of carboxylic acids with alcohols and phenols at room temperature
Saeed, Balalaie
Maryam, Mahdidoust
Rasoul, Eshaghi-Najafabadi
CHINESE JOURNAL OF CHEMISTRY, 2008, 26 (06) : 1141 - 1144
[4] Eco-friendly Synthesis of Sulphonic Acid Oxime Esters Catalyzed by 2-(1H-Benzotriazole-1-yl)-1,1,3,3-tetramethyluronium Tetrafluoroborate
Shi, Wei
Zhang, Jiming
Zhou, Jianhua
Ding, Songsong
DEVELOPMENT OF INDUSTRIAL MANUFACTURING, 2014, 525 : 93 - 96
[5] Application of 2-(1H-benzotriazol-1-yl)-1,1,3,3-tetramethyluronium tetrafluoroborate (TBTU) for the synthesis of acid azides
Naik, Shankar A.
Lalithamba, H. S.
Sureshbabu, Vommina V.
INDIAN JOURNAL OF CHEMISTRY SECTION B-ORGANIC CHEMISTRY INCLUDING MEDICINAL CHEMISTRY, 2011, 50 (01): : 103 - 109
[6] An efficient 2-(1H-benzotriazole-1-yl)-1,1,3,3-tetramethyluronium tetrafluoroborate (TBTU)-mediated synthesis of 5-(trifluoromethyl)-N-alkyl-1-(3-phenylisoquinoline-1-yl)-1H-pyrazole-4-carboxamides
K. Prabakaran
F. Nawaz Khan
Jong Sung Jin
Research on Chemical Intermediates, 2012, 38 : 615 - 627
[7] An efficient 2-(1H-benzotriazole-1-yl)-1,1,3,3-tetramethyluronium tetrafluoroborate (TBTU)-mediated synthesis of 5-(trifluoromethyl)-N-alkyl-1-(3-phenylisoquinoline-1-yl)-1H-pyrazole-4-carboxamides
Prabakaran, K.
Khan, F. Nawaz
Jin, Jong Sung
RESEARCH ON CHEMICAL INTERMEDIATES, 2012, 38 (02) : 615 - 627
[8] Synthesis of β-amino acids:: 2-(1H-benzotriazol-1-yl)-1,1,3,3-tetramethyluronium tetrafluoroborate (TBTU) for activation of Fmoc-/Boc-/Z-α-amino acids
Patil, BS
Vasanthakumar, GR
Babu, VVS
SYNTHETIC COMMUNICATIONS, 2003, 33 (18) : 3089 - 3096
[9] 2-(1H-Benzotriazol-1-yl)-1,1,3,3-tetramethyluronium Hexafluorophosphate (HBTU)
Jadhav, Sushilkumar A.
SYNLETT, 2010, (08) : 1287 - 1288
[10] AUTOMATED SOLID-PHASE PEPTIDE-SYNTHESIS - USE OF 2-(1H-BENZOTRIAZOL-1-YL)-1,1,3,3,1H-TETRAMETHYLURONIUM TETRAFLUOROBORATE FOR COUPLING OF TERT-BUTYLOXYCARBONYL AMINO-ACIDS
REID, GE
SIMPSON, RJ
ANALYTICAL BIOCHEMISTRY, 1992, 200 (02) : 301 - 309

← 1 2 3 4 5 →