3-and 3,4-bis(2-cyanoethylsulfanyl)thiophenes as building blocks for functionalized thiophene-based π-conjugated systems

被引:55
作者
Blanchard, P [1 ]
Jousselme, B [1 ]
Frère, P [1 ]
Roncali, J [1 ]
机构
[1] Univ Angers, CNRS, UMR 6501, F-49045 Angers, France
关键词
D O I
10.1021/jo025627+
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The facile access to 3- and 3,4-bis(2-cyanoethyl-sulfanyl)thiophenes allows the straightforward synthesis of 3-alkylsulfanyl and symmetrical or unsymmetrical 3,4-dialkylsulfanylthiophenes by using a methodology based on a highly efficient sequence of deprotection/alkylation reactions of thiolate group(s).
引用
收藏
页码:3961 / 3964
页数:4
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共 54 条
[11]  
Folli U, 1996, J CHEM RES-S, P69
[12]   Convenient synthesis of 3,4-bis(alkylthio) thiophenes [J].
Goldoni, F ;
Langeveld-Voss, BMW ;
Meijer, EW .
SYNTHETIC COMMUNICATIONS, 1998, 28 (12) :2237-2244
[13]   One-step synthesis of tris(butylsulfanyl)sexithiophene from 3-butylsulfanyl-2,2'-bithiophene [J].
Goldoni, F ;
Iarossi, D ;
Mucci, A ;
Schenetti, L .
CHEMICAL COMMUNICATIONS, 1997, (22) :2175-2176
[14]  
GRONOWITZ S, 1958, ARK KEMI, V13, P269
[15]   ON A NEW TYPE OF REARRANGEMENT DURING RING-CLOSURE [J].
GRONOWITZ, S ;
MOSES, P .
ACTA CHEMICA SCANDINAVICA, 1962, 16 (01) :155-&
[16]   Synthesis of β-butylsulfanyl α-oligothiophenes from 3-butylsulfanyl-2,2′-bithiophene [J].
Iarossi, D ;
Mucci, A ;
Schenetti, L ;
Sodini, V .
JOURNAL OF HETEROCYCLIC CHEMISTRY, 1999, 36 (01) :241-247
[17]   Organic molecular solids as thin film transistor semiconductors [J].
Katz, HE .
JOURNAL OF MATERIALS CHEMISTRY, 1997, 7 (03) :369-376
[18]  
LEMAIRE M, 1989, NEW J CHEM, V13, P863
[19]   Conjugated polymer-based chemical sensors [J].
McQuade, DT ;
Pullen, AE ;
Swager, TM .
CHEMICAL REVIEWS, 2000, 100 (07) :2537-2574
[20]   Electrochemical immobilization of a pH sensitive fluorescein derivative: synthesis and characterization of a fluorescein-derivatised polythiophene [J].
Millar, D ;
Uttamlal, M ;
Henderson, R ;
Keeper, A .
CHEMICAL COMMUNICATIONS, 1998, (04) :477-478