53906-91-5Relevant academic research and scientific papers
Synthesis of 3-(5-methylthiophen-2-yl)coumarins and their photochromic dihetarylethene derivatives
Bochkov, Andrei Y.,Krayushkin, Mikhail M.,Yarovenko, Vladimir N.,Barachevsky, Valery A.,Beletskaya, Irina P.,Traven, Valery F.
, p. 891 - 898 (2013)
Novel unsymmetrical di(thienyl)maleic acid anhydride, including coumarin moiety, has been designed and synthesized. Its photochromism study and fatigue resistance estimation are reported. Microwave-assisted procedure has been successfully used for synthesis of 3-(5-methylthiophen-2-yl)coumarins.
Intermolecular carbenoid insertions: Reactions of 2-substituted thiophenes with ethyl diazoacetate in the presence of rhodium (II) acetate
Tranmer, Geoffrey K.,Capretta, Alfredo
, p. 15499 - 15508 (1998)
The reactions of ethyl diazoacetate with a series of 2-substituted thiophenes in the presence of catalytic rhodium (II) acetate were examined. In the cases of 2-methylthiophene and 2-(trimethylsilyl)thiophene, cyclopropane and thiopyran products predominated while thiophene-2-thiol and 2-(methylthio)thiophene gave rise to thiopyrans and ethyl 2-(2- thienylsulfanyl)acetate. No reaction was apparent when 2-pyrrolidinothiophene was used. 2-Alkoxythiophenes, however, allowed for the production of a series of ethyl 6-alkoxy-6-thioxo-2,4-hexadienoates. The mechanistic implications are discussed.
A facile synthesis of 5-substituted 2-furyl-, 2-thienyl- and 2- pyrrolylacetates by cyclodehydration of γ-functionalized α,β-unsaturated ketones
Kawano, Tomikazu,Ogawa, Toni,Md. Islam, Saiful,Ueda, Ikuo
, p. 1279 - 1295 (2007/10/03)
Synthesis of 5-substituted 2-furyl-, 2-thienyl- and 2-pyrrolylacetates is achieved by acid-catalyzed cyclodehydration of γ-hydroxy (γ-acetylthio and γ-amino)-α,β-unsaturated ketones generated from ethyl 6-substituted 3- ethoxy-6-hydroxy-(6-acetylthio and 6-amino)hexa-2,4-dienoates which are easily accessible from α-functionalized carbonyl compounds and Wittig reagents.
Convenient synthesis of 2,5-disubstituted thiophene from 1,6-dioxo-2,4- diene
Ong, Chi Wi,Chen, Chong Ming,Wang, Long Fu,Shieh, Po Chuen
, p. 9191 - 9192 (2007/10/03)
Reaction of 1,6-dioxo-2,4-diene with P2S5 and Lawesson's reagent affords the 2,5-disubstituted thiophene. This reaction can take place regioselectively in the presence of BF3-etherate catalysis, useful for the synthesis of
