Photocatalyzed Annulation‐Biselenylation of Enynone with Diarylselenides toward Biselenium‐Substituted 1‐Indanones under Metal‐ and Photosensitizer‐Free Conditions

Chinese Journal of Chemistry, Journal Year: 2025, Volume and Issue: unknown

Published: April 17, 2025

Comprehensive Summary A practical photocatalytic annulation‐biselenylation strategy has been developed for the efficient synthesis of biselenium‐substituted 1‐indanones (38 examples in total) with generally good yields (up to 95%) and excellent stereoselectivity (>19 : 1 Z / E ratio) by employing enynones diaryl selenides as starting materials under photosensitizer‐free conditions. The reaction mechanism involves a cascade process comprising homolytic cleavage, radical addition, 5‐ exo ‐ dig cyclization, capture, enabling sequential formation multiple bonds, such C(sp 3 )‐Se, )‐C(sp 2 ), )‐Se rapidly construct molecular complexity. Notably, this approach demonstrates wide substrate compatibility tolerability towards various functional groups. It is further characterized its remarkable efficiency creating chemical bonds achieving high atomic utilization 100%.

Language: Английский

Photoinduced Decarboxylative Sulfonylation of Carboxylic Acids with Sodium Sulfinates

The Journal of Organic Chemistry, Journal Year: 2025, Volume and Issue: unknown

Published: June 3, 2025

We report photoinduced decarboxylative sulfonylation of carboxylic acids with sodium sulfinates for synthesizing sulfones. The reaction proceeds under mild conditions, directly utilizing without prefunctionalization, copper acetate as the oxidant and base at room temperature. This method demonstrates excellent substrate compatibility, accommodating simple acids, drug molecules successfully converted into corresponding Furthermore, we developed a two-step, one-pot protocol that integrated two DABSO (DABCO-bis(sulfur dioxide) adduct) to synthesize Biological activity evaluation revealed molecule-derived sulfones exhibited antiproliferative against tumor cells.

Language: Английский