Beilstein J. Org. Chem.2018,14, 1016–1020, doi:10.3762/bjoc.14.87
; biheterocycles; hypervalent iodine; iodine; oxidativelyassistedesterification; Introduction
In recent years, the interest in heterocyclic organohypervalent iodine compounds has experienced an unprecedented growth [1][2][3][4][5][6]. A variety of new hypervalent iodine heterocycles have been prepared, and
), which is in agreement with the previously proposed mechanism of oxidativelyassistedesterification or amidation [23][38].
Conclusion
In summary, we have prepared the new bicyclic benziodazole 7a by the oxidation of 2-iodo-N,N’-diisopropylisophthalamide (6a) with m-CPBA. The solid structure of 7a was
(1)–N(1) 2.177 (4) Å; N(1)–I(1)–C(1) 76.89 (18)°; N(2)–I(1)–C(1) 77.02 (18)°; N(1)–I(1)–N(2) 153.90 (15)°.
Representative examples of benziodoxoles and benziodazoles.
Preparation of bicyclic benziodazole 7a.
Benziodadiazole 7a mediated oxidativelyassistedesterification and amidation reactions
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Graphical Abstract
Scheme 1:
Representative examples of benziodoxoles and benziodazoles.