Construction of Thiochroman-4-ols through a (4 + 2) Annulation Strategy Using Allenyl Sulfones as Substrates

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

Published: April 11, 2025

Herein, we report an efficient and straightforward access to highly functionalized thiochroman-4-ol derivatives by the construction of S-C C-C bonds in a domino fashion. The methodology is based on (4 + 2) annulation reaction involving α-substituted allenyl sulfones aromatic thiolates displaying ortho α-ketoester group as substrates. anionic sulfur species were generated situ reduction corresponding disulfides, using Rongalite/K2CO3 system. practicality strategy was further demonstrated gram-scale synthesis, postmodifications, compatibility with other types electron-deficient allenes (allenoate allenone).

Language: Английский

I₂-Induced Umpolung: Synthesis of a 1,6-Dihydrofuro[3,2-b]pyrazolo[3,4-e][1,4]thiazine Skeleton via an Unconventional 1,4-Dithiane-2,5-diol Reaction Mode

Organic Letters, Journal Year: 2024, Volume and Issue: 26(37), P. 7891 - 7896

Published: Sept. 6, 2024

In this paper, novel sulfur-containing 1,6-dihydrofuro[3,2-

Language: Английский

Three-component diels-alder reaction through palladium carbene migratory insertion enabled dearomative C(sp3)-H bond activation

Nature Communications, Journal Year: 2024, Volume and Issue: 15(1)

Published: Dec. 30, 2024

Owning to the versatile nature in participation of Diels-Alder (D-A) reactions, development efficient approaches generate active ortho-quinodimethanes (o-QDMs) has gained much attention. However, a catalytic method involving coupling two readily accessible components construct o-QDMs is lacking. Herein, we describe palladium carbene migratory insertion enabled dearomative C(sp

Language: Английский