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Synthesis 2016; 48(05): 677-686
DOI: 10.1055/s-0035-1561061
DOI: 10.1055/s-0035-1561061
feature
Divergent Roles of Urea and Phosphoric Acid Derived Catalysts in Reactions of Diazo Compounds
Further Information
Publication History
Received: 24 September 2015
Accepted after revision: 20 November 2015
Publication Date:
11 January 2016 (online)


Abstract
Hydrogen-bond-donor catalysts enable a variety of formal insertion reactions of diazo compounds. The role of the catalyst in the reaction system may vary depending on several factors, including the nucleophilicity of the diazo compound and the acidity of the insertion partner. Ureas and phosphoric acid derivatives can offer complementary reactivity patterns when selected as catalysts for selected O–H and S–H insertion reactions of aryl- and diazo-substituted esters.
Key words
diazo compounds - substituent effects - homogeneous catalysis - insertion reactions - urea catalysts - phosphate catalystsSupporting Information
- Supporting information for this article is available online at http://dx.doi.org/10.1055/s-0035-1561061.
- Supporting Information