2326-63-8Relevant academic research and scientific papers
Sodium halides as the source of electrophilic halogens in green synthesis of 3-halo- and 3,n-dihalobenzo[b]thiophenes
Kesharwani, Tanay,Kornman, Cory,Tonnaer, Amanda,Hayes, Amanda,Kim, Seoyoung,Dahal, Nikesh,Romero, Ralf,Royappa, Andrew
, p. 2973 - 2984 (2018/05/23)
A convenient methodology for the synthesis of mono- and di-halogenated benzo[b]thiophenes is described herein, which utilizes copper(II) sulfate pentahydrate and various sodium halides in the presence of substituted 2-alkynylthioanisoles. The proposed met
Environmentally benign process for the synthesis of 2,3-disubstituted benzo[b]thiophenes using electrophilic cyclization
Kim, Seoyoung,Dahal, Nikesh,Kesharwani, Tanay
, p. 4373 - 4376 (2013/07/26)
We have developed a greener process for the synthesis of 2,3-disubstituted benzo[b]thiophenes using electrophilic cyclization as a key step. Our method not only employs an environmentally friendly solvent ethanol, but also utilizes safe and inexpensive in
Insights into the reaction of trans-diarylethenes with thionyl chloride: A practical synthesis of chlorobenzo[b]thiophenes
Han, Jie,Wang, Qiong,Chang, Xiaoyong,Liu, Yuxin,Wang, Yanmei,Meng, Jiben
experimental part, p. 8865 - 8872 (2011/12/02)
The reactivity of a variety of trans-1,2-diarylethenes with thionyl chloride has been investigated. All the substrates could readily afford 3-chlorobenzo[b]thiophenes in moderate yields and a pair of threo- and erythro-1,2-dichloro-1,2-diarylethanes as th
Halocyclization of 2-alkynylthioanisoles by cupric halides: synthesis of 2-substituted 3-halobenzo[b]thiophenes
Lu, Wen-Der,Wu, Ming-Jung
, p. 356 - 362 (2007/10/03)
Reaction of 2-alkynylthioanisoles 3 with 2 equiv of CuX2 (X=Br or Cl) in refluxing CH3CN for 2.5 h gave the 2-substituted 3-halobenzo[b]thiophenes 4 in good yields.
Aromatic ring opening of fused thiophenes via organolithium addition to sulfur
Hill,De Vleeschauwer,Houde,Belley
, p. 407 - 410 (2007/10/03)
Organolithium reagents can add to the sulfur atom of thiophenes that are substituted by a chlorine atom and fused to another aromatic system, at -78°C, to give ortho-substituted aryl sulfides.
Phthalimidesulfenyl chloride; part VII: Synthesis of 2-substituted 3-chlorobenzo[b]thiophenes and related heteroaromatics
Capozzi,De Sio,Menichetti,Nativi,Pacini
, p. 521 - 525 (2007/10/02)
Addition of phthalimidesulfenyl chloride (1) to diaryl- or alkyl(aryl) acetylenes affords (E)-β-chlorovinylsulfenamides 3. These species react with aluminum trichloride and other Lewis acids to give benzo[b]thiophenes 6 through an intramolecular electrophilic substitution. The reaction is very simple and seems insensitive to the nature of substituents at the double bond of vinylsulfenamides 3. Following the same strategy the thienothiophene 11 and the condensed thiopyran 12 were also prepared.
Comparison Between the Mass Spectrometric Behaviour and Condensed-phase Reactivity of Products of Addition of Phthalimidesulfenyl Chloride to Aryl Acetylenes
Capozzi, G.,Menichetti, S.,Nativi, C.,Seraglia, R.,Traldi, P.
, p. 101 - 106 (2007/10/02)
The electron impact-induced mass spectrometric behaviour of six products of the addition of phthalimidesulphenyl chloride to aryl acetylenes was studied with the aid of daughter ion spectroscopy.The electron impact-induced decomposition processes parallel those observed in the condensed phase.In particular for the diaryl adducts the formation of 3-chlorobenzothiophene derivatives results in a highly favoured process under the two sets of operating conditions.
