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

Autor:	Singhal R; Department of Chemistry, Manipal University Jaipur Jaipur (Rajasthan) VPO-Dehmi-Kalan, Off Jaipur-Ajmer Express Way Jaipur Rajasthan 303007 India meenakshi.pilania@jaipur.manipal.edu., Mehra MK; Department of Chemistry, Birla Institute of Technology and Science Pilani Pilani Campus Rajasthan 333031 India., Malik B; Department of Chemistry, Manipal University Jaipur Jaipur (Rajasthan) VPO-Dehmi-Kalan, Off Jaipur-Ajmer Express Way Jaipur Rajasthan 303007 India meenakshi.pilania@jaipur.manipal.edu., Pilania M; Department of Chemistry, Manipal University Jaipur Jaipur (Rajasthan) VPO-Dehmi-Kalan, Off Jaipur-Ajmer Express Way Jaipur Rajasthan 303007 India meenakshi.pilania@jaipur.manipal.edu.
Jazyk:	angličtina
Zdroj:	RSC advances [RSC Adv] 2024 Sep 24; Vol. 14 (41), pp. 30482-30486. Date of Electronic Publication: 2024 Sep 24 (Print Publication: 2024).
DOI:	10.1039/d4ra05849f
Abstrakt:	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. Moreover, this method features short reaction times, high product yields and easy purification by avoiding column-chromatographic purification. Competing Interests: There are no conflicts to declare. (This journal is © The Royal Society of Chemistry.)
Databáze:	MEDLINE
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