THE USE OF THIOCARBONYL COMPOUNDS IN CARBON CARBON BOND FORMING REACTIONS

被引:147
作者
METZNER, P
机构
[1] Lab. Chimie des Composes Thio-Organ., ISMRA, F-14050 Caen
来源
SYNTHESIS-STUTTGART | 1992年 / 12期
关键词
D O I
10.1055/s-1992-26330
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The behavior of thioaldehydes, thioketones, thiono esters (O-alkyl thioates) and dithio esters (S-alkyl dithioates) has been reviewed. Specific properties of thiocarbonyl compounds have been shown: Michael addition reaction of enethiolates, thiophilic addition of nucleophiles, easy thio-Claisen rearrangement, [4 + 2] cycloaddition with dienes and rich dipolarophile chemistry.
引用
收藏
页码:1185 / 1199
页数:15
相关论文
共 261 条
[51]   SYNTHESIS OF 3-ALKYLIDENE-2,2,4,4-TETRAMETHYLTHIETAN 1,1-DIOXIDES, POSSIBLE PRECURSORS OF 2-METHYLENETRIMETHYLENE [J].
BUSHBY, RJ .
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1975, (23) :2513-2516
[52]   REACTIONS OF THIOKETONES .3. REACTION OF CHLORAMINE T WITH ALIPHATIC AND AROMATIC THIOKETONES [J].
CAMPBELL, MM ;
EVGENIOS, DM .
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1973, (23) :2866-2869
[53]   CHEMISTRY OF SILYL THIOKETONES .3. CYCLO-ADDITION REACTIONS WITH HETERODIENES (ALPHA-NITROSOSTYRENE AND KETENE IMINES) [J].
CARISI, P ;
MAZZANTI, G ;
ZANI, P ;
BARBARO, G ;
BATTAGLIA, A ;
GIORGIANNI, P .
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1987, (12) :2647-2651
[54]  
CARLSEN H, 1976, ACTA CHEM SCAND B, V30, P997
[55]   THIONATION REACTIONS OF LAWESSON REAGENTS [J].
CAVA, MP ;
LEVINSON, MI .
TETRAHEDRON, 1985, 41 (22) :5061-5087
[56]   INTRAMOLECULAR ENE REACTIONS OF THIOALDEHYDES [J].
CHOI, SSM ;
KIRBY, GW .
JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1988, (03) :177-179
[57]   MACROCYCLIC THIA-ALKENOLIDES FORMED BY INTRAMOLECULAR ENE REACTIONS OF THIOALDEHYDES [J].
CHOI, SSM ;
KIRBY, GW ;
MAHAJAN, MP .
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1992, (02) :191-198
[58]   INTRAMOLECULAR ENE REACTIONS OF THIOALDEHYDES GIVING ALPHA-MERCAPTO LACTONES [J].
CHOI, SSM ;
KIRBY, GW .
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1991, (12) :3225-3233
[59]   A METHOD FOR INTRODUCTION OF 2 CARBON APPENDAGES AT A CARBONYL CARBON - APPLICATION TO DOUBLE CHAIN BRANCHING AND SPIRO ANNULATION OPERATIONS [J].
COREY, EJ ;
SHULMAN, JI .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1970, 92 (18) :5522-&
[60]  
COUTURIER R, 1975, B SOC CHIM FR II-CH, P1670