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Beilstein-Institut, Beilstein Journal of Organic Chemistry, (14), p. 531-536, 2018

DOI: 10.3762/bjoc.14.39

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Oxidative cycloaddition of hydroxamic acids with dienes or guaiacols mediated by iodine(III) reagents

Journal article published in 2018 by Hisato Shimizu, Akira Yoshimura ORCID, Keiichi Noguchi, Victor N. Nemykin, Viktor V. Zhdankin ORCID, Akio Saito ORCID
This paper is made freely available by the publisher.
This paper is made freely available by the publisher.

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Abstract

[Bis(trifluoroacetoxy)iodo]benzene (BTI) and (diacetoxyiodo)benzene (DIB) efficiently promote the formation of acylnitroso species from hydroxamic acids in the presence of various dienes to give the corresponding hetero-Diels–Alder (HDA) adducts in moderate to high yields. The present method could be applied to the HDA reactions of acylnitroso species with o-benzoquinones generated by the oxidative dearomatization of guaiacols.