Issue 45, 2014

TBHP-promoted sequential carboxamidation and aromatisation of aryl isonitriles with formamides

Abstract

The tert-butyl hydroperoxide (TBHP)-promoted sequential carboxamidation and aromatisation of isonitriles with formamides was developed. This procedure tolerates a series of functional groups, such as methyl, fluoro, chloro, acetyl, methoxy carbonyl and cyano. This reaction involved the addition of formamide radicals to isonitriles and sequential C–C bond formation by intramolecular aromatic cyclisation, leading to phenanthridine 6-carboxamides in moderate to good yields.

Graphical abstract: TBHP-promoted sequential carboxamidation and aromatisation of aryl isonitriles with formamides

Supplementary files

Article information

Article type
Paper
Submitted
29 Aug 2014
Accepted
18 Sep 2014
First published
18 Sep 2014

Org. Biomol. Chem., 2014,12, 9257-9263

TBHP-promoted sequential carboxamidation and aromatisation of aryl isonitriles with formamides

X. Feng, H. Zhu, L. Wang, Y. Jiang, J. Cheng and J. Yu, Org. Biomol. Chem., 2014, 12, 9257 DOI: 10.1039/C4OB01850H

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