Abstract
[Hydroxy(tosyloxy)iodo]benzene mediated the oxidative cleavage of pyridyl hydrazones to regenerate aryl ketones efficiently. Reaction occurred by simply stirring the hydrazone with hypervalent iodine reagent in dichloromethane at room temperature, where aryl ketones are produced up to 90% yield.
Keywords: Aryl ketones, hypervalent iodine reagent, oxidative cleavage, protecting group, pyridyl hydrazones, HTIB.
[http://dx.doi.org/10.1021/ar990062y] [PMID: 10727205]
[http://dx.doi.org/10.5012/bkcs.2008.29.12.2337]
[http://dx.doi.org/10.1590/S0103-50532006000300029]
[http://dx.doi.org/10.1002/jccs.200500140]
[http://dx.doi.org/10.1021/jo034217y] [PMID: 12762769]
[http://dx.doi.org/10.1002/jccs.200700020]
[http://dx.doi.org/10.1002/jccs.200800074]
[http://dx.doi.org/10.3390/70500465]
[http://dx.doi.org/10.1080/00397910008087132]
[http://dx.doi.org/10.1081/SCC-120038512]
[http://dx.doi.org/10.1016/0040-4020(95)00304-Q]
[http://dx.doi.org/10.1021/acs.chemrev.5b00547] [PMID: 26861673]
[http://dx.doi.org/10.1002/ajoc.202200125]
[http://dx.doi.org/10.1055/s-0041-1737909]
[http://dx.doi.org/10.1002/asia.201600119] [PMID: 27123538]
[http://dx.doi.org/10.1016/j.crci.2013.10.013]
[http://dx.doi.org/10.1080/00397919908086055]
[http://dx.doi.org/10.1081/SCC-100108235]
[http://dx.doi.org/10.1016/0040-4020(96)00940-4]
[http://dx.doi.org/10.1016/S0223-5234(03)00061-8] [PMID: 12767604]
[http://dx.doi.org/10.1016/S0223-5234(98)80008-1]
[http://dx.doi.org/10.1021/acs.joc.7b02460] [PMID: 29171269]
[http://dx.doi.org/10.1002/ejoc.201901178]