2048-07-9Relevant articles and documents
Reduction of benzoyl tributylphosphonium chlorides by samarium diiodide as a novel access to 4-benzoylbenzaldehydes
Maeda,Huang,Hino,Yamauchi,Ohmori
, p. 2307 - 2308 (2000)
Addition of samarium diiodide to a well-stirred THF solution of benzoyl tributylphosphonium chlorides generated in situ from benzoyl chlorides and tributylphosphine at -40 °C gave 4-benzoylbenzaldehydes as predominant products from benzoyl chlorides without para-substituents, while benzoyl chloride bearing p-methyl or chloro groups was exclusively converted into the corresponding α-diketone.
Synthesis of α-Ketoimidoyl Fluorides via Geminal Fluorine-Promoted Azide Rearrangement
Kim, Ha Eun,Choi, Jun-Ho,Chung, Won-Jin
, p. 8810 - 8815 (2021/11/20)
Despite the promising synthetic potential, the utilization of imidoyl fluorides has been hampered by the lack of broadly applicable preparative methods. Herein, bench-stable α-ketoimidoyl fluorides were synthesized from geminal chlorofluorides through tandem azidation/rearrangement under mild conditions. The efficiency was consistently high, regardless of the steric and electronic environments. The synthetic utility of the α-ketoimidoyl fluoride was also demonstrated. Furthermore, the remarkable accelerating effect of the geminal fluorine substituent was identified and rationalized by density functional theory calculation.
Conversion of alkynes into 1,2-diketones using HFIP as sacrificial hydrogen donor and DMSO as dihydroxylating agent
Gujjarappa, Raghuram,Vodnala, Nagaraju,Putta,Ganga Reddy, Velma,Malakar, Chandi C.
supporting information, (2020/01/21)
A metal-free and hypervalent iodine free conversion of internal alkynes into 1,2-diketo compounds has been described. The efficacy of the present protocol rely on the use of HFIP (1,1,1,3,3,3-Hexafluoro-2-propanol) as reducing agent of alkynes and DMSO as dihydroxylating agent of olefins to acquire the desired chemical transformations. The obtained 1,2-diketones were further transformed into useful derivatives.
Synthesis of a new class of cationic Pd(II) complexes with 1,2,3-triazol-5-ylidene ligand and their catalytic application in the conversion of internal alkynes to 1,2-diketones
Shaik, Jeelani Basha,Ramkumar, Venkatachalam,Sankararaman, Sethuraman
supporting information, p. 1 - 8 (2018/02/19)
A new class of cationic Pd(II) complexes of the type [Pd(Tz)(Cl)(bipy)]+Cl? and [Pd (Tz)(Cl)(phen)]+Cl? (Tz = 1,4-diaryl-3-methyl-1,2,3-triazol-5-ylidene, bipy = 2,2′-bipyridine and phen = 1,10-phenanthroline) with various wing tip groups were synthesized from the corresponding 1,2,3-triazolium iodide via the corresponding chloro bridged dinuclear complexes [(Tz)(Cl)Pd(μ-Cl)2Pd(Cl)(Tz)]. The synthesized cationic complexes were screened for their catalytic activity of hydration of alkynes and found to be excellent towards the selective conversion of internal alkynes to the corresponding 1,2-diketones in good yields. A plausible mechanism was proposed for this conversion.
