HOMOLYTIC SUBSTITUTION ON SELENIUM - FORMATION OF SELENIUM-CONTAINING HETEROCYCLES BY DIRECT CARBON-SELENIUM BOND FORMATION

被引:38
作者
SCHIESSER, CH
SUTEJ, K
机构
关键词
D O I
10.1039/c39920000057
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Thiohydroxamic esters derived from 5-(benzylseleno)pentanoic acid, 6-(benzylseleno)hexanoic acid and 7-(benzylseleno)heptanoic acid decompose smoothly upon irradiation, with the loss of carbon dioxide, to give tetrahydroselenophene, selenane and selenopane in good yield.
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页码:57 / 59
页数:3
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共 27 条
[1]   FLUXIONAL CHARACTERISTICS OF PALLADIUM(II) HALIDE-COMPLEXES OF CYCLIC SELENOETHERS - A DYNAMIC NUCLEAR-MAGNETIC-RESONANCE STUDY [J].
ABEL, EW ;
MACKENZIE, TE ;
ORRELL, KG ;
SIK, V .
JOURNAL OF THE CHEMICAL SOCIETY-DALTON TRANSACTIONS, 1986, (01) :205-211
[2]  
[Anonymous], 1986, AB INITIO MOL ORBITA
[3]   TRIS(TRIMETHYLSILYL)SILANE AS A RADICAL-BASED REDUCING AGENT IN SYNTHESIS [J].
BALLESTRI, M ;
CHATGILIALOGLU, C ;
CLARK, KB ;
GRILLER, D ;
GIESE, B ;
KOPPING, B .
JOURNAL OF ORGANIC CHEMISTRY, 1991, 56 (02) :678-683
[4]   THE INVENTION OF NEW RADICAL CHAIN REACTIONS .8. RADICAL CHEMISTRY OF THIOHYDROXAMIC ESTERS - A NEW METHOD FOR THE GENERATION OF CARBON RADICALS FROM CARBOXYLIC-ACIDS [J].
BARTON, DHR ;
CRICH, D ;
MOTHERWELL, WB .
TETRAHEDRON, 1985, 41 (19) :3901-3924
[5]   STEREOCHEMISTRY OF INTRAMOLECULAR HOMOLYTIC SUBSTITUTION AT THE SULFUR ATOM OF A CHIRAL SULFOXIDE [J].
BECKWITH, ALJ ;
BOATE, DR .
JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1986, (03) :189-190
[6]   FORMATION OF FUSED TRICYCLIC AZETIDINONES AND PYRROLIDINONES BY INTRAMOLECULAR SH2 PROCESSES [J].
BECKWITH, ALJ ;
BOATE, DR .
JOURNAL OF ORGANIC CHEMISTRY, 1988, 53 (18) :4339-4348
[7]   RELATIVE REACTIVITIES OF VARIOUS SULFIDES, SELENIDES AND HALIDES TOWARDS SH2 ATTACK BY TRIBUTYLTIN RADICALS [J].
BECKWITH, ALJ ;
PIGOU, PE .
AUSTRALIAN JOURNAL OF CHEMISTRY, 1986, 39 (01) :77-87
[8]   FORMATION OF FUSED BI-CYCLIC AND TRI-CYCLIC BETA-LACTAMS BY RADICAL RING-CLOSURE [J].
BECKWITH, ALJ ;
BOATE, DR .
TETRAHEDRON LETTERS, 1985, 26 (14) :1761-1764
[9]   INTRAMOLECULAR FREE-RADICAL SUBSTITUTION AT SULFUR ATOM IN SULFIDES [J].
BENATI, L ;
MONTEVECCHI, PC ;
TUNDO, A ;
ZANARDI, G .
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1974, (11) :1272-1276
[10]   HEXENYL RADICAL CYCLIZATION VIA PHENYL SELENIDE TRANSFER [J].
BYERS, JH ;
GLEASON, TG ;
KNIGHT, KS .
JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1991, (06) :354-356