The direct synthesis of thioesters using an intermolecular radical reaction of aldehydes with dipentafluorophenyl disulfide in water

被引:47
作者
Nambu, H [1 ]
Hata, K [1 ]
Matsugi, M [1 ]
Kita, Y [1 ]
机构
[1] Osaka Univ, Grad Sch Pharmaceut Sci, Suita, Osaka 5650871, Japan
关键词
D O I
10.1039/b202129c
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
The combination of the water-soluble radical initiator, 2,2 azobis[ 2-(2-imidazolin-2-yl)propane] dihydrochloride (VA-044), and surfactant, cetyltrimethylammonium bromide (CTAB), was found to be the most suitable condition for the effective direct synthesis of useful active thioesters (pentafluorophenyl thioesters) in water.
引用
收藏
页码:1082 / 1083
页数:2
相关论文
共 23 条
[1]  
ALVAREZIBARRA C, 1989, SYNTHESIS-STUTTGART, P560
[2]   ENANTIOSELECTIVE ONE-POT SYNTHESIS OF BETA-LACTAMS FROM ACHIRAL 2-PYRIDYLTHIOESTERS AND AROMATIC IMINES [J].
ANNUNZIATA, R ;
BENAGLIA, M ;
CINQUINI, M ;
COZZI, F .
TETRAHEDRON LETTERS, 1995, 36 (04) :613-616
[3]   Chemistry of acyl radicals [J].
Chatgilialoglu, C ;
Crich, D ;
Komatsu, M ;
Ryu, I .
CHEMICAL REVIEWS, 1999, 99 (08) :1991-2069
[4]   AMIDE BOND FORMATION VIA PENTAFLUOROTHIOPHENYL ACTIVE ESTERS [J].
DAVIS, AP ;
WALSH, JJ .
TETRAHEDRON LETTERS, 1994, 35 (27) :4865-4868
[5]  
DAVIS AP, 1996, J CHEM SOC CHEM COMM, P453
[6]   A CONVENIENT METHOD FOR PREPARATION OF THIOLESTERS [J].
ENDO, T ;
IKENAGA, S ;
MUKAIYAM.T .
BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN, 1970, 43 (08) :2632-+
[7]  
FENDLER JH, 1998, CATALYSIS MICELLAR M
[8]  
FIELD L, 1972, SYNTH-INT J METHODS, P101
[9]  
Grieco P.A., 1998, Organic synthesis in water
[10]   Direct thioesterification from carboxylic acids and thiols catalyzed by a Bronsted acid [J].
Iimura, S ;
Manabe, K ;
Kobayashi, S .
CHEMICAL COMMUNICATIONS, 2002, (01) :94-95