113195-48-5Relevant academic research and scientific papers
Pd/phenanthroline-catalyzed arylative cyclization of o-(1-alkynyl)thioanisoles: Synthesis of 3-arylated benzo[b]thiophenes
Yamauchi, Takayuki,Shibahara, Fumitoshi,Murai, Toshiaki
, p. 2945 - 2948 (2016)
The arylative cyclization of o-(1-alkynyl)thioanisoles with aryl iodides in the presence of catalytic amounts of [Pd(phen)2][PF6]2resulted in the efficient formation of 3-arylated benzo[b]thiophenes, and a range of aryl iodides with electron-donating or -withdrawing groups could be used. While this reaction proceeded in the presence of aromatic and aliphatic groups on the terminal alkynyl carbon atom, silyl and alkoxycarbonyl groups hampered the reaction. Furthermore, this method could be extended to the synthesis of 3-arylated indoles from N,N-dimethyl-o-(1-alkynyl)aniline. All these reactions proceeded smoothly via cleavage of the carbon-heteroatom bond. In addition to the desired cyclization products, the use of a o-(hydroxypropyl)phenylmethyl substituent on the sulfur atom afforded isochroman, which should be formed by the intramolecular attack of a hydroxy group onto the benzylic carbon atom.
Synthesis of novel artesunate-benzothiophene and artemisinin-benzothiophene derivatives
Kavak, Emrah,Kivrak, Arif,Ozok, Omruye
, (2021)
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
Mercury(II)-catalyzed cyclization of 2-alkynylphenyl alkyl sulfoxides provides 3-acylbenzo[b]thiophenes
Lin, Cheng-Han,Chen, Chin-Chau,Wu, Ming-Jung
supporting information, p. 2578 - 2581 (2013/03/14)
Ring cyclization: A mercury-catalyzed cyclization reaction to provide 3-benzoylbenzo[b]thiophenes was achieved in good yields by treatment of 2-alkynylphenyl alkyl sulfoxides with mercury chloride and 2,3-dichloro-5,6- dicyano-1,4-benzoquinone (DDQ) in be
A NEW SYNTHESIS OF 2-SUBSTITUTED BENZOFURANS AND BENZOTHIOPHENS: NOVEL FRAGMENTATION REACTIONS OF SIMPLE ALKYL GROUPS
Aitken, R. Alan,Burns, Graham
, p. 3717 - 3718 (2007/10/02)
Flash vacuum pyrolysis of (2-methoxy- and (2-methylthiobenzoyl)alkylidenetriphenylphosphoranes results in loss of Ph3PO and methyl radical; cyclisation of the resulting radical intermediates leads to benzofurans and benzothiophens in which the 2-substituents have undergone novel fragmentation processes.
