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Issue 24, 2018
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An efficient cyclization of lapachol to new benzo[h]chromene hybrid compounds: a stepwise vs. one-pot esterification-click (CuAAC) study

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Abstract

A straightforward one-pot vs. stepwise esterification of lapachol was performed to obtain highly diversified heterocycles. Whereas the one-pot esterification leads to mono esterified lapachol, the stepwise approach generated benzo[h]chromene. Furthermore, benzo[h]chromene architectures with embedded triazole moieties were synthesized through late-stage functionalization of the benzo[h]chromene terminal alkyne moiety by copper catalyzed 1,3-dipolar cycloaddition (CuAAC) in a one-pot procedure.

Graphical abstract: An efficient cyclization of lapachol to new benzo[h]chromene hybrid compounds: a stepwise vs. one-pot esterification-click (CuAAC) study

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Publication details

The article was received on 24 Jul 2018, accepted on 05 Nov 2018 and first published on 12 Nov 2018


Article type: Paper
DOI: 10.1039/C8NJ03699C
Citation: New J. Chem., 2018,42, 19591-19599
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    An efficient cyclization of lapachol to new benzo[h]chromene hybrid compounds: a stepwise vs. one-pot esterification-click (CuAAC) study

    A. F. de la Torre, A. Ali, B. Westermann, G. Schmeda-Hirschmann and M. Walter Pertino, New J. Chem., 2018, 42, 19591
    DOI: 10.1039/C8NJ03699C

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