H. Ikehira

Photochemistry of 6-halo- and 5,6-dihalouracils. A simple synthesis of fluorescent uracil derivatives

Abstract 6-Iodo- and 5,6-dihalouracil derivatives undergo remarkably efficient photocoupling reactions leading to strongly fluorescent heterocycles in the presence of suitable radical acceptors.

A facile photochemical route to C-5 and C-6 allyl-substituted uracil nucleosides

Abstract Irradiation of 5-iodouridine or 6-iodo-1,3-dimethyluracil in aq . acetonitrile in the presence of allyltrimethylsilane provided the corresponding 5- or 6-allylated product.

Synthesis and reaction of 6-trialkylsilyl substituted uracils and uridines

Abstract 6-Trimethylsilyl substituted 1,3-dimethyluracil and uridine were prepared via lithiation and successive trapping with trimethylsilylchloride in the presence of 4-dimethylaminopyridine and converted to 5,6-dihalogenated derivatives by treatment with NBS or NCS.

The Sommelet Type Rearrangement of Certain Trithioorthoesters

Abstract The carbanions produced by deprotonation at the carbon of methylthio group of 2-methylthio-2-phenyl-1,3-dithiane and of 4,6-dithia-5-methylthio-5-phenylnonane undergo the Sommelet type rearrangement to give intermediary thiolate anions which, on further deprotonation and the subsequent trapping with alkyl iodides, afford 2-alkyl-2-[2-(alkylthiomethyl)phenyl]-1,3-dithiane and alkyl 2-(alkylthiomethyl)phenyl ketone dipropyl dithioacetals, respectively.