55121-12-5Relevant academic research and scientific papers
Cobalt(II)porphyrin-Mediated Selective Synthesis of 1,5-Diketones via an Interrupted-Borrowing Hydrogen Strategy Using Methanol as a C1 Source
Biswal, Priyabrata,Samser, Shaikh,Nayak, Prakash,Chandrasekhar, Vadapalli,Venkatasubbaiah, Krishnan
, p. 6744 - 6754 (2021)
A novel cobalt(II)porphyrin-mediated acceptorless dehydrogenation of methanol is reported for the first time. This methodology has been applied for the coupling of a variety of ketones with methanol to produce 1,5-diketones along with H2 and H2O as the environment friendly byproducts. This paradigm was also demonstrated for a one-pot synthesis of substituted pyridines using a sequential addition protocol where the 1,5-diketones were generated in situ. From many experiments including those involving deuterium labeling, it is proposed that protonated cobalt(II)porphyrin methoxide complex acts as an intermediate to generate formaldehyde along with a metal hydride.
Palladium-Mediated Tandem Isomerization-Methylenation of Allyl Alcohols: One-Pot Synthesis of 1,5-Diketones
Samser, Shaikh,Mohapatra, Omkar,Biswal, Priyabrata,Venkatasubbaiah, Krishnan
, p. 13744 - 13753 (2021/10/12)
A novel methodology for the synthesis of 1,5-diketones through a one-pot isomerization-methylenation of a variety of allylic alcohols has been established for the first time. This methodology utilizes commercially available palladium acetate and easily accessible BINOL phosphoric acid. Both isomerization of allylic alcohol and oxidation of methanol occurred through a single catalyst. The practical utility of the methodology has been shown by synthesizing substituted pyridines via sequential addition. Mechanistic investigation reveals the isomerization of allylic alcohols to the corresponding ketone, which ultimately undergoes methylenation, leading to 1,5-diketones, having H2 and H2O as the only byproduct.
ONE-METHYLENE INCORPORATED DIMERIZATION REACTION OF KETONE ENOLATES. 1. A NEW ROUTE TO 1,5-DIKETONES FROM KETONES HAVING α-ACTIVE HYDROGEN ON ONE SIDE
Kiyooka, Syun-ichi,Yamashita, Tsuneo,Tashiro, Jun-ichi,Takano, Kazuyuki,Uchio, Yasuto
, p. 5629 - 5632 (2007/10/02)
A novel reaction of ketone enolate with dimethylformamide (DMF) to give 1,5-diketone has been found.It is a dimerization of ketone enolates accompanying the incorporation of one-methylene from DMF.
