KMnO4-catalyzed chemoselective deprotection of acetate and controllable deacetylation–oxidation in one pot

Autor:	Dodla S. Rao, Manoj Kumar, Aakanksha Gurawa, Sudhir Kashyap
Rok vydání:	2020
Předmět:	Solvent system chemistry.chemical_classification General Chemistry Aldehyde Combinatorial chemistry Catalysis Benzyl acetate chemistry.chemical_compound Dual role chemistry Acetylation Reagent Materials Chemistry Stoichiometry
Zdroj:	New Journal of Chemistry. 44:16702-16707
ISSN:	1369-9261 1144-0546
DOI:	10.1039/d0nj04321d
Popis:	A novel and efficient protocol for chemoselective deacetylation under ambient conditions was developed using catalytic KMnO4. The stoichiometric use of KMnO4 highlighted the dual role of a heterogeneous oxidant enabling direct access to aromatic aldehydes in one-pot sequential deacetylation–oxidation. The reaction employed an alternative solvent system and allowed the clean transformation of benzyl acetate to sensitive aldehyde in a single step while preventing over-oxidation to acids. Use of inexpensive and readily accessible KMnO4 as an environmentally benign reagent and the ease of the reaction operation were particularly attractive, and enabled the controlled oxidation and facile cleavage of acetate in a preceding step.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_________::c316c943884c6a6d0fa3b29bffdaba4e https://doi.org/10.1039/d0nj04321d Zobrazit plný text záznamu