Radical mediated C-H functionalization of 3,6-dichloropyridazine: efficient access to novel tetrahydropyridopyridazines.
A radical mediated C-H functionalization of 3,6-dichloropyridazine using primary alcohols, t-BuOOH, and TiCl3 to access alkoxy pyridazines is described. This transformation is conducted open to air and on gram scale. A subsequent cyclization step can then be employed to efficiently access diversely substituted tetrahydropyridopyridazines with multiple functional handles.
Vertex Pharmaceuticals Incorporated, Department of Chemistry 11010 Torreyana Road, San Diego, California 92121, United States.
Timothy D
TD
Neubert
Vertex Pharmaceuticals Incorporated, Department of Chemistry 11010 Torreyana Road, San Diego, California 92121, United States.
Yvonne
Y
Schmidt
Vertex Pharmaceuticals Incorporated, Department of Chemistry 11010 Torreyana Road, San Diego, California 92121, United States.
Erica
E
Conroy
Vertex Pharmaceuticals Incorporated, Department of Chemistry 11010 Torreyana Road, San Diego, California 92121, United States.
Dean
D
Stamos
D003500:Cyclization; D005609:Free Radicals / Q000737:chemistry*; D015394:Molecular Structure; D011724:Pyridazines / Q000138:chemical synthesis* / Q000737:chemistry; D011725:Pyridines / Q000138:chemical synthesis* / Q000737:chemistry
D005609:Free Radicals; D011724:Pyridazines; D011725:Pyridines