23080-23-1Relevant articles and documents
One-pot preparation of arylethynyl sulfides and bis(arylethynyl) sulfides
Su, Qiong,Zhao, Zi-Jian,Xu, Feng,Lou, Peng-Cai,Zhang, Kai,Xie, De-Xun,Shi, Lei,Cai, Qing-Yun,Peng, Zhi-Hong,An, De-Lie
supporting information, p. 1551 - 1557 (2013/04/23)
An efficient preparation for arylethynyl sulfides 1 and bis(arylethynyl) sulfides 2 has been accomplished through a one-pot, three-step strategy that starts from arylethanonyl sulfides and bis(arylethanonyl) sulfides, respectively, without the use of various terminal arylacetylenes as substrates. When lithium hexamethyldisilazane (LHMDS), ClP(O)(OEt)2, and LHMDS were sequentially added to a tetrahydrofuran solution of different substrates [arylethanonyl sulfides or bis(arylethanonyl) sulfides], 1 or 2 were obtained in moderate to good yields. The reaction procedure involves the formation of an enol phosphate and a subsequent base-induced elimination. An efficient preparation of arylethynyl sulfides 1 and bis(arylethynyl) sulfides 2 has been accomplished by a one-pot, three-step strategy that starts from arylethanonyl sulfides and bis(arylethanonyl) sulfides, respectively, to give 1 and 2 in moderate to good yields. The reaction mechanism involves the formation of an enol phosphate that undergoes a subsequent base-induced elimination. Copyright
Asymmetric synthesis of chiral dihydrothiopyrans via an organocatalytic enantioselective formal thio [3 + 3] cycloaddition reaction with binucleophilic bisketone thioethers
Wang, Shengzheng,Zhang, Yongqiang,Dong, Guoqiang,Wu, Shanchao,Zhu, Shiping,Miao, Zhenyuan,Yao, Jianzhong,Li, Hao,Li, Jian,Zhang, Wannian,Sheng, Chunquan,Wang, Wei
supporting information, p. 5570 - 5573 (2013/11/19)
An unprecedented organocatalytic highly enantioselective approach to a 3,4-dihydro-2H-thiopyran scaffold with two contiguous stereogenic centers has been implemented through a formal thio [3 + 3] cycloaddition process involving a Michael-aldol condensation cascade sequence. Notably, a new class of binucleophilic bisketone thioethers is designed for the process. Furthermore, the fine-tuning of their reactivity enables the cascade process to proceed with highly regioselectively.
Synthesis of oxathiane and morpholine from acyclic precursors: A modified Mitsunobu reaction
Paul, Nidhin,Kaladevi, Selvam,Beneto, Arockiam Jesin,Muthusubramanian, Shanmugam,Bhuvanesh, Nattamai
scheme or table, p. 6892 - 6901 (2012/09/11)
Synthesis of a set of isomeric 2,4,6-triarylmorpholines and 2,6-diaryloxathianes from the corresponding 1,5-diols has been described. The method provides an efficient route to six-membered heterocycles from acyclic diols and is found to be better than Mitsunobu procedure in yield and waste management. In a related study, the ring contraction of pyranone to two isomeric cyclopentenone derivatives through Nazarov reaction has been noticed.
Synthesis of novel N-hydroxy heterocycles via intramolecular reductive cyclization of diketoximes by NaBH3CN
Nagaraj, Muthupandi,Boominathan, Muthusamy,Muthusubramanian, Shanmugam,Bhuvanesh, Nattamai
body text, p. 4642 - 4652 (2011/07/29)
A simple and efficient protocol for the construction of substituted piperazines, piperidines, thiomorpholines, decahydroquinolines, perhydrocyclopenta[b]pyridine, and pyrrolidines bearing N-hydroxy substituents through intramolecular reductive cyclization of diketoximes using sodium cyanoborohydride is described.
Convenient synthesis of symmetrical diketosulfides from enolizable ketones using [hydroxy(tosyloxy)iodo]benzene and Na2S·9H20
Karade, Nandkishor N.,Tiwari, Girdharilal B.,Gampawar, Sumit V.,Shinde, Sandeep V.
experimental part, p. 172 - 176 (2009/09/30)
An efficient method for the preparation of symmetrical diketosulfides of the type ArCOCH2SCH2COAr has been developed from the reaction of [hydroxy(tosyloxy)iodo]benzene with various acetophenones, followed by treatment with Na2
A new class of sulfur-linked bis-1,2,3-selenadiazoles, 1,2,3-thiadiazoles, and 2H-diazaphospholes
Padmavathi, Venkatapuram,Mahesh, Konda,Subbaiah, Dandu Rangayapalle Chinna Venkata,Padmaja, Adivireddy
, p. 261 - 265 (2008/09/19)
Novel sulfur-linked bis-heterocycles, bis-1,2,3-selenadiazoles 4, 1,2,3-thiadiazoles 5, and 2H-diazaphospholes 1, were synthesized from bis(2-oxo-2-phenylethanone)sulfide 2 by adopting a simple and well-versed methodology.
One-pot oxidation and bromination of 3,4-diaryl-2,5-dihydrothiophenes using Br2: Synthesis and application of 3,4-diaryl-2,5-dibromothiophenes
Dang, Yizhe,Chen, Yi
, p. 6901 - 6904 (2008/02/11)
(Chemical Equation Presented) A class of 3,4-diaryl-2,5-dibromothiophenes (1b-5b) was synthesized by a one-pot reaction of 3,4-diaryl-2,5- dihydrothiophenes with Br2 reagent in excellent yield (83-92%). It was found that Br2 performed a double function (oxidation and bromination) during the conversion of 3,4-diaryl-2,5-dihydrothiophenes to 3,4-diaryl-2,5-dibromothiophenes. The application of 3,4-diaryl-2,5- dibromothiophenes used as building blocks was also investigated. Employing 3,4-diphenyl-2,5-dibromothiophene (1b) as a template, a class of 2,3,4,5-tetraarylthiophenes was prepared by the Suzuki coupling reaction. This provided a new and simple approach to the preparation of 2,3,4,5- tetraarylthiophenes.
Oxidation of 3,4-diaryl-2,5-dihydrothiophenes to 3,4-diarylthiophenes using CuBr2: Simple and efficient preparation of 3,4-diarylthiophenes
Dang, Yizhe,Chen, Yi
, p. 5661 - 5664 (2008/09/17)
A class of 3,4-diarylthiophenes was prepared in excellent yield (80-91%) by oxidation of 3,4-diaryl-2,5-dihydrothiophenes with CuBr2. The approach is also available for the synthesis of 3,4-diarylpyrroles and 3,4-diarylfuran. Wiley-VCH Verlag GmbH & Co. KGaA, 2007.
Reactions of 1,5-Diaryl-1,5-pentanediones and 1,5-Diaryl-3-thia(selena)-1,5-pentanediones with PCl5
Drevko, B. I.,Zhukov, O. I.,Kharchenko, V. G.
, p. 1401 - 1404 (2007/10/03)
Reactions of 3-thia(selena)-1,5-pentanediones with PCl5 occur only at the heteroatom, whereas aliphatic 1,5-diketones under the same conditions form pyrylium salts.The reactions of sulfur-containing 1,5-diketones are accompanied by rearrangement into corr