ChemInform Abstract: Synthesis of β-Dicarbonyl Compounds Using 1-Acylbenzotriazoles as...

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2000 alkylation, arylation, dealkylation, dearylation, C-acylation, olefination alkylation, arylation, dealkylation, dearylation, C-acylation, olefination O 0280 42 - 050 Synthesis of β-Dicarbonyl Compounds Using 1-Acylbenzotriazoles as Regioselective C-Acylating Reagents. The benzotriazoles (I) are found to be efficient and regioselective C-arylation reagents for the generation of 1,3-diketones. The latter exist in equilibrium with the enol tautomers, whose ratio is highly structure-dependent. Steric effects also play an important role on the ratio of C- to O-acylation [see reaction of the ketones (X) and (XIII)]. (KATRITZKY, ALAN R.; PASTOR, ALFREDO; J. Org. Chem. 65 (2000) 12, 3679-3682; Dep. Chem., Cent. Heterocycl. Compd., Univ. Fla., Gainesville, FL 32611, USA; EN) 1

Transcript of ChemInform Abstract: Synthesis of β-Dicarbonyl Compounds Using 1-Acylbenzotriazoles as...

Page 1: ChemInform Abstract: Synthesis of β-Dicarbonyl Compounds Using 1-Acylbenzotriazoles as Regioselective C-Acylating Reagents.

2000 alkylation, arylation, dealkylation, dearylation, C-acylation, olefination

alkylation, arylation, dealkylation, dearylation, C-acylation, olefinationO 0280

42 - 050Synthesis of β-Dicarbonyl Compounds Using 1-Acylbenzotriazoles asRegioselective C-Acylating Reagents. — The benzotriazoles (I) arefound to be efficient and regioselective C-arylation reagents for the generationof 1,3-diketones. The latter exist in equilibrium with the enol tautomers, whoseratio is highly structure-dependent. Steric effects also play an important role onthe ratio of C- to O-acylation [see reaction of the ketones (X) and (XIII)]. —(KATRITZKY, ALAN R.; PASTOR, ALFREDO; J. Org. Chem. 65 (2000) 12,3679-3682; Dep. Chem., Cent. Heterocycl. Compd., Univ. Fla., Gainesville, FL32611, USA; EN)

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