Parallel solid-phase synthesis of 2-imino-4-oxo-1,3,5-triazino[1,2-a]benzimidazoles via tandem aza-Wittig/heterocumulene-mediated annulation reaction |
| |
Authors: | Hoesl Cornelia E Nefzi Adel Houghten Richard A |
| |
Institution: | Torrey Pines Institute for Molecular Studies, 3550 General Atomics Court, San Diego, California 92121, USA. |
| |
Abstract: | The parallel synthesis of a large number of 2-imino-4-oxo-1,3,5-triazino1,2-a]benzimidazole derivatives via a solid-phase 1,3,5-triazino-annulation reaction is described. The solid-phase approach involves the in situ generation of iminophosphorane derivatives derived from resin-bound 2-aminobenzimidazoles employing Mitsunobu conditions. The subsequent Aza-Wittig reaction of the iminophosphoranes with isocyanates leads to highly reactive carbodiimides, which undergo an intramolecular heterocyclization reaction to form tetrasubstituted 2-imino-4-oxo-1,3,5-triazino1,2-a]benzimidazoles in high yields (74-94%) and good purity (>80%). |
| |
Keywords: | |
本文献已被 PubMed 等数据库收录! |
|