Preparation, structure, and reactivity of bicyclic benziodazole: a new hypervalent iodine heterocycle
Year: 2018
Type: article
Abstract: A new bicyclic organohypervalent iodine heterocycle derivative of benziodazole was prepared by oxidation of 2-iodo- N,N’- diisopropylisophthalamide with m -chloroperoxybenzoic acid under mild conditions. Single crystal X-ray crystallography of this compound revealed a five-membered bis-heterocyclic structure with two covalent bonds between the iodine atom and the nitrogen atoms. This novel benziodazole is a very stable compound with good solubility in common organic solvents. This compound can be used as an efficient reagent for oxidatively assisted coupling of carboxylic acids with alcohols or amines to afford the corresponding esters or amides in moderate yields.
DOI: 10.3762/bjoc.14.87
Language: English
Subfield: Organic Chemistry
Field: Chemistry
Domain: Physical Sciences
Open Access status: diamond
Awards: G2663866006, G3336655818, Development of hypervalent iodine catalysis for synthesis of heterocycles concomitant with introduction of carbon functional groups(Fostering Joint International Research), 新聞産業における技術革新とその社会的機能に及ぼす影響に関する実証的研究, Development of Iodine(III) Reagents with High Reactivity and Its Application to Metal-Free Cycloaddition-Type Reactions, G8840656787
OpenAlex ID: W2801808167