Iodine/DMSO-catalyzed oxidative deprotection of -tosylhydrazone for benzoic acid synthesis.

An oxidative deprotection of tosylhyrdazones has been demonstrated to afford benzoic acids using iodine and DMSO system. This efficient oxidative deprotection protocol offers exceptional functional group toleration under mild reaction conditions without any initiators or bases. Notably, the tosylhydrazone with the heteroaryl ring or with the aryl ring having base-sensitive hydroxyl and ester functional groups smoothly afforded the corresponding benzoic acid analogues under developed conditions.

I/DMSO-mediated oxidative C-C and C-heteroatom bond formation: a sustainable approach to chemical synthesis.

The I/DMSO pair has emerged as a versatile, efficient, practical, and eco-friendly catalyst system, playing a significant role as a mild oxidative system, and thus employed as a good alternative to metal catalysts in synthetic chemistry. Presently, I/DMSO is a thriving catalytic system that is used in preparing C-C and C-X (X = O/S/N/Se/Cl/Br) bonds, resulting in the formation of various bioactive molecules. Many processes utilize this system, including glyoxal synthesis by diverse sp, sp, and sp functionalities iodination and subsequent Kornblum oxidation.

Cyclic diaryliodonium salts: applications and overview.

Owing to the recent renewed interest and groundbreaking advances in hypervalent chemistry, cyclic diaryliodonium salts have had a myriad of unique applications in the past decade. Their numerous properties, such as an efficient dual arylation mechanism, straightforward one-pot synthesis compatibility, wide substrate scope, and functionalization tolerance, have made them appropriate starting materials for many bioactive compounds. Fluorenes, thiophenes, carbazoles, phenanthrenes, and many other useful cyclic bioactive molecules that are essential for pharmaceutical synthesis can be readily accessed from cyclic diaryliodonium salts.