RADICAL-CHAIN ADDITION OF BENZENETHIOL TO ALLENIC ESTERS - EPR AND PRODUCT STUDIES

被引:6
作者
CABIDDU, S
FATTUONI, C
LUCARINI, M
PEDULLI, GF
机构
[1] UNIV CAGLIARI,DIPARTIMENTO SCI CHIM,VIA OSPED 72,I-09124 CAGLIARI,ITALY
[2] UNIV BOLOGNA,DIPARTIMENTO CHIM ORGAN A MANGINI,I-40127 BOLOGNA,ITALY
关键词
ALLENES; BENZENETHIOL; ALLYL RADICALS; EPR;
D O I
10.1016/S0040-4020(01)89675-7
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The radical-chain addition reaction of benzenethiol to allenic esters has been examined. The reaction products have been separated and identified by means of H-1 NMR and mass spectrometry, and the radical intermediates detected by EPR spectroscopy.
引用
收藏
页码:4001 / 4008
页数:8
相关论文
共 21 条
[1]   SYNTHESIS OF 1,3-BENZODIOXOLES, 1,3-BENZOXATHIOLES AND 1,3-BENZODITHIOLES FROM ALLENIC DERIVATIVES [J].
CABIDDU, S ;
CADONI, E ;
CIUFFARIN, E ;
FATTUONI, C ;
FLORIS, C .
JOURNAL OF HETEROCYCLIC CHEMISTRY, 1991, 28 (06) :1573-1580
[2]   GEOMETRICAL ISOMERIZATION OF ALLYLIC RADICALS [J].
CRAWFORD, RJ ;
HAMELIN, J ;
STREHLKE, B .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1971, 93 (15) :3810-&
[3]  
DAVIS WH, 1976, TETRAHEDRON LETT, V21, P1761
[4]   KINETICS OF CIS-TRANS-ISOMERIZATION OF 1-METHYLALLYL RADICAL - NEW TECHNIQUE FOR STUDY OF UNIMOLECULAR RADICAL REACTIONS [J].
GORTON, PJ ;
WALSH, R .
JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1972, (13) :783-&
[5]  
GRIESBAUM K, 1963, J ORG CHEM, V28, P1953
[7]   ADDITION OF THIYL RADICALS TO ALLENIC HYDROCARBONS [J].
JACOBS, TL ;
ILLINGWORTH, GE .
JOURNAL OF ORGANIC CHEMISTRY, 1963, 28 (10) :2692-&
[8]   [1-2H]ALLYL RADICAL - BARRIER TO ROTATION AND ALLYL DELOCALIZATION ENERGY [J].
KORTH, HG ;
TRILL, H ;
SUSTMANN, R .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1981, 103 (15) :4483-4489
[9]   SIMPLE SYNTHESIS OF ALKYL ALLENECARBOXYLATES (ALLENIC ESTERS) BY THE WITTIG-REACTION [J].
LANG, RW ;
HANSEN, HJ .
HELVETICA CHIMICA ACTA, 1980, 63 (02) :438-455
[10]   ALLENE CHEMISTRY .8. DIADDITION OF THIOL COMPOUNDS TO ALLENE [J].
OSWALD, AA ;
GRIESBAU.K ;
HALL, DN ;
NAEGELE, W .
CANADIAN JOURNAL OF CHEMISTRY, 1967, 45 (11) :1173-&