Selenation of 1,5-Naphthoquinones: Novel Synthesis of Naphthopyridoselenazines

Article abstract of DOI:10.1246/bcsj.64.2242

Selenation of 2-chloro- and 2,6-dichloro-1,5-naphthoquinones with benzeneselenolate ion, generated from diphenyl diselenide and tributylphosphine in an alkaline medium, afforded 2-phenylseleno- and 2,6-bis(phenylseleno)-1,5-naphthoquinones in excellent yields.Reaction of halo-1,4-naphthoquinones with 3-amino-2-pyridineselenolate ion generated from bis(3-amino-2-pyridyl) diselenide gave naphtho<2,1-b>pyrido<3,2-e><1,4>selenazines and pyrido<2,3-b>pyrido<3'',2'':5',6'><1,4>selenazino<2',3':3,4>naphtho<1,2-e><1,4>selenazines in high yields.