Synthesis of 2,5-diethynyl substituted oxepins from trans-1,4-diethynylcyclohexa-2,5-diene-1,4-diols
| Autor: | Sethuraman Sankararaman, Arkasish Bandyopadhyay |
|---|---|
| Rok vydání: | 2005 |
| Předmět: |
oxepine derivative
chloride synthesis Methanesulfonyl chloride Silylation Diene functional group cyclohexane derivative Biochemistry Medicinal chemistry 2 5 diethynyloxepin chemistry.chemical_compound 2 5 bis(trimethylsilylethynyl)oxepin methanesulfonyl chloride Drug Discovery medicine Organic chemistry 1 4 bis(trimethylsilylethynyl)cyclohexa 2 5 diene 1 4 diol cyclohexa 2 5 diene 1 4 diol Thermochromism deprotection reaction Organic Chemistry unclassified drug chemistry Acetylene substitution reaction Shock (circulatory) medicine.symptom |
| Zdroj: | Tetrahedron Letters. 46:3221-3224 |
| ISSN: | 0040-4039 |
| DOI: | 10.1016/j.tetlet.2005.03.044 |
| Popis: | Reaction of trans-1,4-bis(trimethylsilylethynyl)cyclohexa-2,5-diene-1,4- diol with n-BuLi followed by methanesulfonyl chloride resulted in the formation of a dark red solid, which was identified as 2,5-bis(trimethylsilylethynyl) oxepin. Deprotection of the silyl groups resulted in the formation of 2,5-diethynyloxepin, a red, shock sensitive solid. Reaction of a differentially substituted cyclohexa-2,5-diene-1,4-diol gave a mixture of 2,5-diethynyl substituted oxepins. ? 2005 Elsevier Ltd. All rights reserved. |
| Databáze: | OpenAIRE |
| Externí odkaz: |
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