Photochemical rearrangement of diarylethenes: synthesis of functionalized phenanthrenes

The photocyclization of diarylethenes bearing naphthalene units was explored and a convenient protocol for the synthesis of functionalized phenanthrenes was proposed.

Photochemical Rearrangement of a 6-Azasteroid Oxaziridine to a Novel 17β-Carbomethoxy-A-homo-B-seco-6-aza-3, 5-androstanedione

4- and 6-azasteroids have been shown to be potent inhibitors of human 5α-reductase and certain azasteroids have shown significant clinical benefit in the treatment of androgen-related disorders. In an effort to expand the diversity of steroidal heterocycles synthetically accessible for structure-activity relationship exploration, a novel reaction sequence was applied to the preparation of the 6-azasteroid framework. To this end, photolysis of the oxaziridine derived from 17β-carbomethoxy-3β-triisopropylsilyloxy-6-azaandrost-5-ene (1) yielded a novel 7, 5-steroidal ring system that was evaluated for inhibition of human type 1 and 2 5α-reductase.

Photorearrangement of dihetarylethenes as a tool for the benzannulation of heterocycles

The photochemical rearrangement of dihetarylethenes is a powerful tool for the benzannulation of heterocycles, providing a wide scope of benzannulated heterocycles and N-, S-, C-, and O-substituents in the newly formed benzene ring.

Photochemical rearrangement reactions of bicyclic molecules that contain a cyclopropane ring

Our theoretical observations indicate that for [2.1.0], [3.1.0], [4.1.0], and [5.1.0] molecules, the quantum yields of the tautomeric keto forms are larger than those of the corresponding enol isomers.

A Photochemical Two-Step Formal [5+2] Cycloaddition: A Condensation–Ring-Expansion Approach to Substituted Azepanes

Seven-membered nitrogen-containing heterocycles are considerably underrepresented in the literature compared to their five- and six-membered analogues. Herein, we report a relatively understudied photochemical rearrangement of N-vinylpyrrolidinones to azepin-4-ones in good yields. This transformation allows for the conversion of readily available pyrrolidinones and aldehydes to densely functionalized azepane derivatives in a facile two-step procedure.