Nathan T. Jui

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Name:
Organization: Massachusetts Institute of Technology
Department: Department of Chemistry
Title:
Co-reporter:Johannes B. Ernst, Nicholas E. S. Tay, Nathan T. Jui, and Stephen L. Buchwald
Organic Letters 2014 Volume 16(Issue 14) pp:3844-3846
Publication Date(Web):June 27, 2014
DOI:10.1021/ol501531q
A direct method for the regioselective construction of benzimidazolones is reported wherein a single palladium catalyst is employed to couple monosubstituted urea substrates with differentially substituted 1,2-dihaloaromatic systems. In this method, the catalyst is able to promote a cascade of two discrete chemoselective C–N bond-forming processes that allows the highly selective and predictable formation of complex heterocycles from simple, readily available starting materials.
Methanesulfonato(2-dicyclohexylphosphino-3,6-diMethoxy-2',4',6'-tri-i-propyl-1,1'-biphenyl)(2'-aMino-1,1'-biphenyl-2-yl)palladiuM(II)
5-fluoro-1,3-dihydro-1-methyl-2H-Benzimidazol-2-one
2H-Benzimidazol-2-one,1,3-dihydro-1-(phenylmethyl)-5-(trifluoromethyl)-
3-BENZYL-6-METHYL-1H-BENZIMIDAZOL-2-ONE