23010-33-5Relevant academic research and scientific papers
Synthesis of 2,3-dihydrobenzo[b]thiophen-3-amine 1,1-dioxide derivatives via lda-mediated cyclization of o-(alkylsulfonyl)benzyl azides with denitrogenation
Kobayashi, Kazuhiro,Chikazawa, Yuuki,Nogi, Takashi
, p. 1678 - 1692 (2017/09/20)
A new and efficient method for the synthesis of 2,3-dihydrobenzo[b]thiophen-3-amine 1,1-dioxide derivatives has been developed. Thus, treatment of o-(alkylsulfonyl)benzyl azides, which are readily obtainable from commercially available starting materials
PAK INHIBITORS FOR THE TREATMENT OF CANCER
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Paragraph 00493, (2013/06/27)
Provided herein are methods of utilizing PAK inhibitors for the treatment of cancer. Further provided herein are compounds and formulations utilized for the treatment of cancer.
8-(SULFONYLBENZYL)PYRIDO[2,3-D]PYRIMIDIN-7(8H)-ONES FOR THE TREATMENT OF CNS DISORDERS
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Page/Page column 135, (2012/01/05)
Provided herein are PAK inhibitors and methods of utilizing PAK inhibitors for the treatment of CNS disorders.
Addition Reactions of Benzothiophen. Part 3. Addition and Ring-opening Reactions with Phenolic Ethers
Clark, Peter David,Ewing, David F.,Kerrigan, Frank,Scrowston, Richard M.
, p. 615 - 622 (2007/10/02)
In the presence of aluminium chloride, anisole, phenetole, diphenyl ether, and (methylthio)benzene are added rapidly across the 2,3-bond in benzothiophen to give, inter alia, a mixture of 2- and 3-(p-substituted aryl)-2,3-dihydrobenzothiophens (3) and (4).Contrary to expectation, the 2-isomer predominates in all cases, and the addition is irreversible.Reaction with anisole also leads to a novel ring-opened product, viz. (E)-4-methoxy-2'-methylthiostilbene (9a), which was synthesised unambigiuously.It is believed that benzothiophen is S-methylated by PhOMe-AlCl3 in a 'push-pull' reaction, and that the resulting positive charge is delocalised into the ring, thus allowing the 2-position to participate in electrophilic attack on a second molecule of anisole.The resulting quadrivalent sulphur intermediate achieves stabilisation by means of a rapid ring-opening reaction.Other aromatic methyl ethers give analogous products, but phenetole diphenyl ether, and (methylthio)benzene do not promote ring-opening.The ring-opening reaction is aided by the addition of MeBr- or EtBr-AlCl3; even phenetole will then undergo ring-opening.Under these conditions the S-alkyl group in the ring-opened product comes from the starting ether, and not from the added MeBr or EtBr.
