James P. Dittami

Intramolecular radical cyclization reactions. An approach to the indole alkaloids

Abstract The intramolecular radical cyclization reaction of N-allyl substituted derivatives of o-bromoacetanilide provides a short and effective route to a variety of dihydroindole systems.

Photocyclization of α,β-unsaturated amide aldehydes synthesis of jatropham

Abstract α,β-unsaturated amide aldehydes undergo photoisomerization and intramolecular cyclization to provide hydroxy substituted pyrrolidinone systems. A synthesis of the natural product jatropham was accomplished by application of this procedure.

Preparation of N-alkyl pyrrolidinones via photocyclization of γ-keto-α,β-unsaturated amides

Abstract Photolysis of γ-keto-α,β-unsaturated amides provides N-alkyl pyrrolidinones in high yield (77–;100%). The procedure is applicable to a variety of amides derived from the corresponding γ-keto acid.

Photoinitiated intramolecular ylide-alkene cycloaddition reactions

Abstract The intramolecular olefin addition reactions of phototransient species were investigated. Photolysis of aryl vinyl sulfides which incorporate the ethyl butenoate functional group provide ene-like products and or (3+2) adducts. Product formation is governed by both structural features and reaction conditions.

Intramolecular addition reactions during heteroatom directed photoarylation

Abstract The intramolecular addition reactions of phototransient species generated upon heteroatom directed photoarylation were investigated. Novel temperature effects were observed for both the photocyclization and intramolecular addition reactions. Moreover, the addition products observed differ considerably from the (3 + 2) cycloadducts which were obtained upon intermolecular addition to the phototransient species.

Temperature Dependent Addition Reactions During Photolysis of Aryl Vinyl Sulfides and Aryl Vinyl Ethers. Design and Construction of a Variable Temperature Photoreactor

Abstract A variable temperature photochemical reactor is described which offers several advantages over the commercially available system. The reactor is capable of operation at temperatures ranging from-76°C to >220°C.