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Original article (peer-reviewed)

Journal European Journal of Organic Chemistry
Volume (Issue) 2017(22)
Page(s) 3197 - 3210
Title of proceedings European Journal of Organic Chemistry
DOI 10.1002/ejoc.v2017.22

Abstract

The photolysis of N-aryltriazoles and N-arylbenzotriazoles leads to indoles and carbazoles, resp. [e.g., I → II (67%)].  Because libraries of triazoles can be accessed rapidly, for example by the copper-catalyzed [3+2] cycloaddn. reaction between alkynes and azides, this reaction allows the prepn. of indoles in a single operation, by the simultaneous photolysis of the precursor library.  As an example of such a synthesis of carbazoles, we prepd. for the first time clausenawalline D (III), an antimalarial alkaloid that was recently isolated.
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