Article ID | Journal | Published Year | Pages | File Type |
---|---|---|---|---|
5270136 | Tetrahedron Letters | 2014 | 13 Pages |
Abstract
A BF3-promoted α-addition of isocyanides to both nitrogen atoms of N-aryl-2-nitrosoanilines leads to stable BF3-complexes of 3-N-hydroxy-(2-alkylimino)benzimidazole derivatives, which, after reduction with Zn in AcOH produce 1-N-aryl-2-alkylaminobenzimidazoles. This two-step annulation proceeds efficiently in a one-pot protocol with isocyanides derived from esters of α-amino acids. The chirality of the latter remains unaffected in the reaction.
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Authors
Robert Bujok, Piotr Cmoch, Zbigniew Wróbel,