Nucleophilic 1,2-addition to the carbonyl group of p-quinones and a new molecular rearrangement of a pentaoxyphosphorane

Reactions of α-Diketones ando-Quinones with Phosphorus Compounds

“…This is apparently due to the presence of phosphorus atom in the pentavalent rather in the trivalent state. The reaction of trivalent phosphorus reagents with carbonyl compounds assumed much greater synthetic value when Ramirez et al [16][17][18][19][20][21][22][23][24][25][26][27][28][29] discovered that the adducts are capable of reacting further with a variety of carbonyl compounds producing new carbon-carbon bonds under very mild and neutral conditions.…”

The Mitomycin Antibiotics. Synthetic Studies. XIV.1 The Nenitzescu Indole Synthesis. Formation of Isomeric Indoles and Reaction Mechanism

“…Decarbethoxylation in both the 7-alkyl and the 6-alkyl series results in a significant diamagnetic shift of the 2-methyl resonance (ca. [22][23][24][25][26] cps).…”

A route to carbon-sp3 bridging spiro-molecules: synthetic methods and optoelectronic applications

“…Furthermore, Ramirez et al 155,156 investigated that upon heating, dioxane can undergo rearrangement from compound IV to compound V. As a result, compound III can also undergo rearrangement to produce pinacolone, which is identified as 10′-H-spiro[fluoren-9,9′-phenanthren]-10′-one. These findings collectively elucidate the mechanism previously reported by Poshkus and Herweh for the reaction of fluorenone with triisopropyl phosphite to produce pinacolone products.…”