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PXPd-catalyzed borylation of aniline derivatives

100%

Wheaton S. , Humanayun Kabir S. , Zhang H. , Vogels C. , Decken A. , Westcott S.

Open Chemistry

2010

tom 8

nr 4

725-731

Addition of pinacolborane (HBO2C2Me4) to 2-iodoaniline can be catalyzed using a number of palladium complexes, including [(t-Bu)2PCl]2PdCl2 (PXPd), to give the corresponding boronate ester 2-H2NC6H4(BO2C2Me4) in excellent yields. The PXPd system could also be used in the catalyzed borylation of substituted anilines to give the corresponding aminoboronate esters in moderate to high yields. [...]

Synthesis, characterization and antifungal testing of 3,4-dihydropyrimidin-2(1H)-(thio)ones containing boronic acids and boronate esters

84%

Duguay D. , Zamora M. , Blacquiere J. , Appoh F. , Vogels C. , Wheaton S. , Baerlocher F. , Decken A. , Westcott S.

Open Chemistry

2008

tom 6

nr 4

562-568

The addition of formylphenylboronic acid derivatives to thiourea and ethyl acetoacetate proceeds in the presence of an additional Lewis acid catalyst to give the corresponding 3,4-dihydropyrimidin-2(1H)-(thio)ones (Biginelli products) in moderate yield. Compounds were tested for antifungal activity against pure cultures of Aspergillus niger, Aspergillus flavus, Candida albicans and Saccharomyces cerevisiae but, unfortunately, none showed any appreciable activity. [...]