Use of unprotected amino acids in metal-free tandem radical cyclization reactions: Divergent synthesis of 6-alkyl/acyl phenanthridines

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Abstract

We reported the first example of the construction of C-C bonds using unprotected amino acids as stable alkyl/acyl radical precursors under metal-free conditions. This novel, environmentally friendly, and one-pot procedure was successfully applied to the radical alkylation or acylation/cyclization of isocyanides, which selectively affords 6-alkyl or acyl phenanthridines, depending on the substituent pattern of amino acid side chain groups.

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Lu, S. C., Li, H. S., Gong, Y. L., Wang, X. L., Li, F. R., Li, F., … Xu, S. (2017). Use of unprotected amino acids in metal-free tandem radical cyclization reactions: Divergent synthesis of 6-alkyl/acyl phenanthridines. RSC Advances, 7(88), 55891–55896. https://doi.org/10.1039/c7ra12318c

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