Reactions of 1,2-Oxaphospholenes. 9. 1 Attempted Deprotonation at C5

Alexiev

Journal of Heterocyclic Chemistry

et al. 2005

The coumarino-[3,4-c]-3H-10-methyl-2-oxo-2-phenyl-1,2-oxaphosphole was prepared by the addition of PhPCl 2 to 3-acetylcoumarin in the presence of acetic anhydride. Its conversion to the isomeric coumarino-[3,4-c]-9H-9-methyl-2-oxo-2-phenyl-1,2-oxaphosphole was studied in different reaction conditions. The structures of the two isomers were determined by X-ray crystallography and by ab initio molecular orbital calculations.

Section: Introductionsupporting

confidence: 88%

Synthesis and structural characterization of isomeric coumarino-1,2-oxaphosphole derivatives

Alexiev

Journal of Heterocyclic Chemistry

et al. 2005

Journal of Heterocyclic Chem

One‐Pot Sequential Four‐Component Reaction for the Synthesis of Novel Dihydro Oxaphospholo Pyrazole 2‐Oxides in Acetic Acid Medium

Wu,

Sun,

Ning

et al. 2024

A four‐component one‐pot sequential approach to five‐membered oxaphosphaheterocycles have developed. The method involves in situ generation of methylpyrazolin‐5‐one from ethyl acetoacetate and phenyl hydrazine. Further, a sequential reaction of methylpyrazolin‐5‐one with various aromatic aldehydes and phenyl dichloro phosphine afforded dihydro oxaphospholo pyrazole 2‐oxide derivatives.

Palladium-Catalyzed Domino Addition and Cyclization of Arylboronic Acids with 3-Hydroxyprop-1-yn-1-yl Phosphonates Leading to 1,2-Oxaphospholenes

et al. 2015

J. Org. Chem.

A novel and efficient palladium-catalyzed domino addition-cyclization of a wide range of arylboronic acids with various 3-hydroxyprop-1-yn-1-yl phosphonates has been developed, affording a convenient and powerful tool for the preparation of valuable 1,2-oxaphospholenes with mild reaction conditions, broad substrate applicability, and good to excellent yields. Mechanistic studies revealed that the reaction might involve Michael addition and nucleophilic substitution.