312612-64-9Relevant academic research and scientific papers
Oxone-mediated halocyclization/demethylation of 2-alkynylthioanisoles with sodium halides towards 3-halobenzo[b]thiophenes
Chen, Xinyu,Zhang, Zhebing,Sun, Tao,Cai, Haokun,Gao, Yuzhen,Cai, Tao,Shang, Tianbo,Luo, Yanjuan,Yu, Guoqi,Shen, Hualiang,Wu, Guofeng,Hei, Yanlin,Li, Enmin,Fan, Gang
supporting information, (2022/01/14)
An efficient and practical protocol for the Oxone-mediated halocyclization/demethylation of 2-alkynylthioanisoles towards valuable 3-halobenzo[b]thiophenes is described. Structurally diverse 3-halobenzothiophenes were obtained in good to excellent yields
Synthesis of novel artesunate-benzothiophene and artemisinin-benzothiophene derivatives
Kavak, Emrah,Kivrak, Arif,Ozok, Omruye
supporting information, (2021/05/27)
Natural products are used for the treatment of a variety of diseases for many years. Last decades, design and synthesis of novel biologically active hybrid molecules including natural product is gained big importance due to their unique and new biological
New Access to Six-Membered Phosphacycle Annulated Polyaromatic Ring System
Si, Erbing,Zhao, Peng,Wang, Lili,Duan, Zheng,Mathey, Fran?ois
supporting information, p. 697 - 701 (2020/02/11)
A facile Ag-catalyzed intramolecular C–P bond formation reaction from easily accessible phosphine oxides has been developed. Several new heteroatoms fused π-conjugated molecules were synthesized from this procedure with their structures confirmed by X-ray
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
Green synthesis of benzo[b]thiophenes via iron(III) mediated 5-endo-dig iodocyclization of 2-alkynylthioanisoles
Kesharwani, Tanay,Kornman, Cory T.,Tonnaer, Amanda L.,Royappa, Andrew D.
supporting information, p. 411 - 414 (2016/01/12)
A reaction of iron(III) chloride with sodium iodide was used to generate iodine for an innovative take on electrophilic cyclization. With ethanol as solvent, the reaction was observed to provide ideal conditions for iodocyclization of 2-alkynylthioanisole
Environmentally benign process for the synthesis of 2,3-disubstituted benzo[b]thiophenes using electrophilic cyclization
Kim, Seoyoung,Dahal, Nikesh,Kesharwani, Tanay
supporting information, 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
Parallel synthesis of a desketoraloxifene analogue library via iodocyclization/palladium-catalyzed coupling
Cho, Chul-Hee,Jung, Dai-Il,Neuenswander, Benjamin,Larock, Richard C.
experimental part, p. 501 - 510 (2011/10/31)
For a future structure-activity relationship (SAR) study, a library of desketoraloxifene analogues has been prepared by parallel synthesis using iodocyclization and subsequent palladium-catalyzed coupling reactions. Points of desketoraloxifene diversification involve the two phenolic hydroxyl groups and the aliphatic amine side chain. This approach affords oxygen-bearing 3-iodobenzo[b]thiophenes 4 in excellent yields, which are easily further elaborated using a two-step approach involving Suzuki-Miyaura and Mitsunobu coupling reactions to give multimethoxy-substituted desketoraloxifene analogues 6. Various hydroxyl-substituted desketoraloxifene analogues 7 were subsequently generated by demethylation with BBr3.
A practical, one-pot synthesis of highly substituted thiophenes and benzo[b]thiophenes from bromoenynes and o-alkynylbromobenzenes
Guilarte, Veronica,Fernandez-Rodriguez, Manuel A.,Garcia-Garcia, Patricia,Hernando, Elsa,Sanz, Roberto
, p. 5100 - 5103 (2011/11/29)
An efficient synthesis of thiophenes and benzo[b]thiophenes has been developed from easily available bromoenynes and o-alkynylbromobenzene derivatives. This novel one-pot procedure involves a Pd-catalyzed C-S bond formation using a hydrogen sulfide surrogate followed by a heterocyclization reaction. Moreover, in situ functionalization with selected electrophiles further expands the potential of this methodology to the preparation of the corresponding highly substituted sulfur heterocycles.
Iodine/Palladium approaches to the synthesis of polyheterocyclic compounds
Mehta, Saurabh,Larock, Richard C.
supporting information; experimental part, p. 1652 - 1658 (2010/05/01)
Chemical Equation Represented A simple, straightforward strategy for the synthesis of polyheterocyclic compounds (PHCs) is reported, which involves iterative cycles of palladium-catalyzed Sonogashira coupling, followed by iodocyclization using I2 or ICI. A variety of heterocyclic units, including benzofurans, benzothiophenes, indoles, and isocoumarins, can be efficiently incorporated under mild reaction conditions. In addition, variations of this strategy afford a variety of linked and fused PHCs.
Synthesis of 2,3-disubstituted benzo[b]thiophenes via palladium-catalyzed coupling anphilic cyclization of terminal acetylenes
Yue, Dawei,Larock, Richard C.
, p. 1905 - 1909 (2007/10/03)
2,3-Disubstituted benzo[b]thiophenes have been prepared in excellent yields via coupling of terminal acetylenes with commercially available o-iodothioanisole in the presence of a palladium catalyst and subsequent electrophilic cyclization of the resulting
