- Mercury(II)-catalyzed cyclization of 2-alkynylphenyl alkyl sulfoxides provides 3-acylbenzo[b]thiophenes
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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
- Lin, Cheng-Han,Chen, Chin-Chau,Wu, Ming-Jung
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supporting information
p. 2578 - 2581
(2013/03/14)
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- A NEW SYNTHESIS OF 2-SUBSTITUTED BENZOFURANS AND BENZOTHIOPHENS: NOVEL FRAGMENTATION REACTIONS OF SIMPLE ALKYL GROUPS
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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.
- Aitken, R. Alan,Burns, Graham
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p. 3717 - 3718
(2007/10/02)
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- Mercury in Organic Chemistry. 26. Synthesis of Heterocycles via Intramolecular Solvomercuration of Aryl Acetylenes
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A number of ortho substituted aryl acetylenes, o-CH3XC6H4YCCR (X=O, S, CO2; Y=-, CO), have been observed to undergo facile intramolecular solvomercuration with mercuric acetate in acetic acid to afford the corresponding benzofuran, benzothiophene, isocoumarin, and chromone organomercuric chlorides, after aqueous sodium chloride workup.The aryl acetylenes m-XC6H4YCH2CCR (X=H, Y=O, R=CH3; X=CH3O, Y=CH2, R=n-C3H7) undergo similar cyclizations to yield mercurated 2H-1-benzopyrans and 1,2-dihydronaphthalenes.The mercuration and subsequent carbonylation of o-R1OC6H4CCR2 1=Si(t-Bu)Me2, R2=CH3; R1=CH3, R2=o-C6H4OCH3> has provided a new approach to the coumarin and coumestan ring systems.
- Larock, Richard C.,Harrison, L. Wayne
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p. 4218 - 4227
(2007/10/02)
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