4.5 Article

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

期刊

BEILSTEIN JOURNAL OF ORGANIC CHEMISTRY
卷 14, 期 -, 页码 531-536

出版社

BEILSTEIN-INSTITUT
DOI: 10.3762/bjoc.14.39

关键词

acylnitroso; benzoquinone; cycloaddition; dearomatization; iodine(III)

资金

  1. JSPS [15K07852]
  2. JSPS Fund for the Promotion of Joint International Research [16KK0199]
  3. Tomsk Polytechnic University [VIU-316/2017]
  4. Grants-in-Aid for Scientific Research [15K07852, 16KK0199] Funding Source: KAKEN

向作者/读者索取更多资源

[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.

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