Mild and efficient one-step synthesis of trithiocarbonates using minimum amount of CS2

被引:40
作者
Aoyagi, N [1 ]
Ochiai, B [1 ]
Mori, H [1 ]
Endo, T [1 ]
机构
[1] Yamagata Univ, Fac Engn, Dept Polymer Sci & Engn, Yonezawa, Yamagata 9928510, Japan
关键词
trithiocarbonate; alkyl halides; nucleophiles; carbon disulfide; cesium carbonate;
D O I
10.1055/s-2006-932480
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Symmetrical dialkyl trithiocarbonates were obtained from various alkyl halides with an equivalent of carbon disulfide and cesium carbonate in polar aprotic solvents, although the conventional synthesis of trithiocarbonates had required large excess amount of carbon disulfide. This reaction proceeds under ambient conditions, for example, at room temperature under an aerial atmosphere, without strong base nor phase-transfer catalyst.
引用
收藏
页码:636 / 638
页数:3
相关论文
共 15 条
[1]  
Bai RK, 2001, MACROMOL RAPID COMM, V22, P315, DOI 10.1002/1521-3927(20010301)22:5<315::AID-MARC315>3.0.CO
[2]  
2-O
[3]   Thiocarbonylthio compounds (S=C(Z)S-R) in free radical polymerization with reversible addition-fragmentation chain transfer (RAFT polymerization). Effect of the activating group Z [J].
Chiefari, J ;
Mayadunne, RTA ;
Moad, CL ;
Moad, G ;
Rizzardo, E ;
Postma, A ;
Skidmore, MA ;
Thang, SH .
MACROMOLECULES, 2003, 36 (07) :2273-2283
[4]   Mild and efficient CS2CO3-promoted synthesis of phosphonates [J].
Cohen, RJ ;
Fox, DL ;
Eubank, JF ;
Salvatore, RN .
TETRAHEDRON LETTERS, 2003, 44 (47) :8617-8621
[5]  
DEGANI I, 1986, SYNTHESIS-STUTTGART, P894
[6]  
Duus F, 1979, COMPREHENSIVE ORGANI, V3, P432
[7]   SYNTHESIS OF ORGANIC TRITHIOCARBONATES [J].
GODT, HC ;
WANN, RE .
JOURNAL OF ORGANIC CHEMISTRY, 1961, 26 (10) :4047-&
[8]   ONE POT PHASE-TRANSFER SYNTHESIS OF TRITHIOCARBONATES FROM CARBON-DISULFIDE AND ALKYL-HALIDES [J].
LEE, AWM ;
CHAN, WH ;
WONG, HC .
SYNTHETIC COMMUNICATIONS, 1988, 18 (13) :1531-1536
[9]  
Leung M, 1995, J CHEM RES-S, P478
[10]   Living polymers by the use of trithiocarbonates as reversible addition-fragmentation chain transfer (RAFT) agents: ABA triblock copolymers by radical polymerization in two steps [J].
Mayadunne, RTA ;
Rizzardo, E ;
Chiefari, J ;
Krstina, J ;
Moad, G ;
Postma, A ;
Thang, SH .
MACROMOLECULES, 2000, 33 (02) :243-245