An Efficient Route for the Synthesis of 3-(4-Bromophenyl)-2-Phenyl-3,4-Dihydro-2H-Benzo[E][,32,]Oxazaphosphinine, its P-Chalcogenides and Metal Complexes

Abstract

2-[(4-bromophenylamino)-methyl]-phenol (1) gave substantially pure 3-(4-bromophenyl)-2-phenyl-3,4-dihydro-2H-benzo[e][1,3,2]- oxazaphosphinine (2) on cyclization with phenyldichlorophosphine in toluene at 0 °C. Reaction of 2 with H₂O₂ in dichloromethane gave selectively 3. P-chalcogenides (4 and 5) were prepared by reacting 2 with elemental S and Se powder in toluene, whereas the tungsten pentacarbonyl complex 6 was prepared by reacting 2 with [W(CO)₅(CH₃CN)] in tetrahydrofuran at 25 °C.

Supplementary materials are available for this article. Go to the publisher's online edition of Phosphorus, Sulfer, and Silicon and the Related Elements for the following free supplemental files: Additional figures.

GRAPHICAL ABSTRACT

Keywords:

• 2H-benzo[e][1,3,2]oxazaphosphinine
• phenyldichlorophosphine
• p-chalcogenides
• cyclization
• heterocycles

Acknowledgments

The authors are thankful to CSIR, New Delhi, for proving financial support.