2018
DOI: 10.1016/j.jorganchem.2018.10.001
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Water soluble new bimetallic catalyst [CuZn(bz)3(bpy)2]PF6 in hydrogen peroxide mediated oxidation of alcohols to aldehydes/ketones and C-N functional groups

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Cited by 8 publications
(5 citation statements)
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“…The band envelope between 3100 and 3600 cm −1 is associated with the stretching modes of the different -OH groups [ 40 ]. This band envelope reduced its intensity probably due to a loss of water as a consequence of the heat transferred by the lamp and due to the transformation of the hydroxyl group into the ether, aldehyde, or ketone groups as a consequence of the polyphenol oxidation reactions [ 41 ]. The following band at ca.…”
Section: Resultsmentioning
confidence: 99%
See 1 more Smart Citation
“…The band envelope between 3100 and 3600 cm −1 is associated with the stretching modes of the different -OH groups [ 40 ]. This band envelope reduced its intensity probably due to a loss of water as a consequence of the heat transferred by the lamp and due to the transformation of the hydroxyl group into the ether, aldehyde, or ketone groups as a consequence of the polyphenol oxidation reactions [ 41 ]. The following band at ca.…”
Section: Resultsmentioning
confidence: 99%
“…The following band at ca. 1780–1630 cm −1 is well defined, and it was associated with carbonyl stretching absorption [ 42 ], which is characteristic of the polyphenols present in natural DBS, such as taspin or epigallocatechin, and also the carbohydrates present in the sap, and it increases its intensity as oxidation proceeds because of the transformation of the alcohol group into aldehydes and ketone groups [ 41 ]. The bands at ca.…”
Section: Resultsmentioning
confidence: 99%
“…A small signal is observed at 9.3 ppm that could be an aldehyde. The oxidation of hydroxymethylfuran with H 2 O 2 was described but with various catalyst [43,44] whereas other derivatives were oxidized with MnO 2 [45,46] or SeO 2. It appeared that the chemical shifts for the unknown aromatic compound 9 x and for the alkenes in 2 x or 2 y were insensitive to pH variations suggesting pH stable compounds.…”
Section: Effect Of the Furfurylamine Substitutionmentioning
confidence: 99%
“…With a long-term interest in the construction of heterocycle skeletons [13] and the alcohol chemistry, [14] in recent years we have developed some alcohol-based methods for facile synthesis of versatile heterocycle compounds. [15] As 1,2-dicarbonyl compounds were usually obtained by oxidation of α-hydroxy ketones using excess amounts of oxidants [16] and the known method for 5H-1,4-benzodiazepine construction from 1,2dicarbonyl compounds gave only low yields of the products at high temperatures (Scheme 1E), [12] developing a new method using the readily available α-hydroxy ketones for direct construction of 5H-1,4-benzodiazepine scaffolds should be a meaningful work in both the synthetic and pharmaceutical chemistry, because preparation of 1,2-dicarbonyl compounds and generation of wastes in this process, [16] harsh reaction conditions, [12] and the multi-step processes can all be avoided by this new protocol. Herein we report that 5H-1,4-benzodiazepine derivatives can be efficiently constructed by a catalyst-free and green direct aerobic oxidative annulation reaction of 2aminobenzylic amines and α-hydroxy ketones (Scheme 1G).…”
mentioning
confidence: 99%
“…Moreover, another slightly bulky electron-rich α-hydroxy ketone 2 i also afforded a satisfactory yield of product 3 ai under the standard conditions (entry 9). For electron-deficient benzoins, p-fluoro, p-and m-chloro-, p-trifluoromethyl-, and even the more reactive p-bromo-, piodo-, and p-cyano-substituted benzoins all afforded good to high yields of the target products under the standard conditions (entries [10][11][12][13][15][16][17][18]. Mono-p-chloro-substituted benzoin 2 m reacted with 1 a and afforded a mixture of isolable isomers 3 am and 3 am' in a good combined yield of 86 % and 59 : 41 ratio (entry 13).…”
mentioning
confidence: 99%