Superelectrophilic sp 3 C H bond intermolecular functionalization of primary alcohols C n H 2 n +1 OH ( n = 7, 8, 9) leading to new neo-alcohols with remote functional groups or new macrocyclic lactides
Autor: | Oleg I. Artushin, Irena S. Akhrem, Lyudmila V. Afanas’eva, Nikolai D. Kagramanov, Djul’etta V. Avetisyan |
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Rok vydání: | 2016 |
Předmět: |
010405 organic chemistry
Stereochemistry Organic Chemistry Intermolecular force 010402 general chemistry Anisole 01 natural sciences Biochemistry Medicinal chemistry 0104 chemical sciences chemistry.chemical_compound chemistry Nucleophile Morpholine Furan Drug Discovery Thiophene Surface modification Pyrrole |
Zdroj: | Tetrahedron Letters. 57:1863-1866 |
ISSN: | 0040-4039 |
Popis: | Two new types of C sp 3 –H functionalization reactions of alcohols C n H 2 n +1 OH ( n = 7–9) with the superelectrophilic complex CBr 4 ·2AlBr 3 and CO have been developed. In the presence of various nucleophiles (EtOH, i PrOH, CF 3 CH 2 OH, HCF 2 CF 2 CH 2 OH, furan, pyrrole, thiophene, morpholine, and anisole), the reaction furnishes new neo-alcohols with remote functional groups. In the absence of external nucleophiles, macrocyclic lactides are produced. |
Databáze: | OpenAIRE |
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