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1.
Org Lett ; 15(20): 5250-3, 2013 Oct 18.
Article in English | MEDLINE | ID: mdl-24090444

ABSTRACT

The title reaction provides a direct entry to a range of biologically relevant annulated pyrroles via a domino process involving a regioselective one-carbon homologation of cyclic ketones as the key step.


Subject(s)
Cyanides/chemistry , Pyrroles/chemical synthesis , Cyclization , Ketones/chemistry , Molecular Structure , Pyrroles/chemistry , Stereoisomerism
2.
Org Lett ; 13(20): 5632-5, 2011 Oct 21.
Article in English | MEDLINE | ID: mdl-21962171

ABSTRACT

A pentiptycene-derived p-phenylenediamine mimics a molecular double-rotor system that displays redox-dependent rotation rates for the amino rotors about the pentiptycene-amine C-N bond. The rotation is accelerated in the radical cation state but stopped in the di(radical cation) state. Electronic interplay of the two rotors is also discussed.

3.
J Org Chem ; 75(15): 5195-202, 2010 Aug 06.
Article in English | MEDLINE | ID: mdl-20670028

ABSTRACT

4-Bis(methylthio)methylene-2-phenyloxazol-5-one has been shown to be a versatile template for the synthesis of various 2-phenyl-3,4-substituted oxazoles via nucleophilic ring-opening of oxazolone with various oxygen, nitrogen, and carbon nucleophiles and subsequent 5-endo cyclization of the resulting acyclic adducts in the presence of silver carbonate.


Subject(s)
Oxazoles/chemical synthesis , Cyclization , Magnetic Resonance Spectroscopy , Oxazoles/chemistry , Spectrometry, Mass, Electrospray Ionization
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