Record number :
1886473
Title of article :
Intermolecular sp3 C–H bond functionalization of alkyl alkanoates as a new method for the one-pot synthesis of functional neo alkyl alkanoates with remote functional groups
Author/Authors :
Akhrem، نويسنده , , Irena S. and Avetisyan، نويسنده , , Dzhul’etta V. and Churilova، نويسنده , , Irina M. and Afanas’eva، نويسنده , , Lyudmila V. and Artyushin، نويسنده , , Oleg I. and Kagramanov، نويسنده , , Nikolai D.، نويسنده ,
Issue Information :
هفته نامه با شماره پیاپی سال 2013
Pages :
4
From page :
6037
To page :
6040
Abstract :
The one-pot, regioselective, remote functionalization of alkyl alkanoates, [ROCOCnH2n+1 (R = Me, Et, n = 7–9)] via the Csp3–H bond cleavage with CO and various nucleophiles [iPrOH, CF3CH2OH, H(CF2)2CH2OH, HCCCH2OH, morpholine, diethylamine, furan, thiophene, and anisole] in the presence of the superelectrophilic complex, CBr4·2AlBr3 has been performed for the first time. This methodology provides access to new synthetically challenging and promising groups of derivatives of dicarboxylic acids possessing a neo-structure, such as esters and amides, and aromatic or heteroaromatic ketones containing an ester group.
Keywords :
Alkyl alkanoates , sp3 C–H bond functionalization , carbonylation , Superelectrophiles
Journal title :
Tetrahedron Letters
Serial Year :
2013
Link To Document :
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