6624-59-5Relevant academic research and scientific papers
Br?nsted Acid Mediated Nucleophilic Functionalization of Amides through Stable Amide C?N Bond Cleavage; One-Step Synthesis of 2-Substituted Benzothiazoles
Biswas, Srijit,Biswas, Subrata,Duari, Surajit,Elsharif, Asma M.,Maity, Srabani,Roy, Arnab
supporting information, p. 3569 - 3572 (2021/07/22)
We have developed a Br?nsted acid mediated synthetic method to directly cleave stable amide C?N bonds by a variety of alcohol and amine nucleophiles. Reverse reactivity was observed and alcoholysis of amides by activated primary and secondary benzylic, and propargylic alcohols have been achieved instead of the expected nucleophilic substitution of alcohols. As an application, 2-substituted benzothiazole derivatives have been synthesized in one pot employing 2-aminothiophenol as nucleophile.
Catalytic conversion of ketones to esters: Via C(O)-C bond cleavage under transition-metal free conditions
Subaramanian, Murugan,Ramar, Palmurukan M.,Rana, Jagannath,Gupta, Virendra Kumar,Balaraman, Ekambaram
supporting information, p. 8143 - 8146 (2020/09/09)
The catalytic conversion of ketones to esters via C(O)-C bond cleavage under transition-metal free conditions is reported. This catalytic process proceeds under solvent-free conditions and offers an easy operational procedure, broad substrate scope with excellent selectivity, and reaction scalability. This journal is
Visible-Light Photocatalysis Employing Dye-Sensitized Semiconductor: Selective Aerobic Oxidation of Benzyl Ethers
Ren, Li,Yang, Ming-Meng,Tung, Chen-Ho,Wu, Li-Zhu,Cong, Huan
, p. 8134 - 8138 (2017/12/08)
The aerobic oxidation is an attractive approach toward environmentally benign synthesis of fine chemicals. In addition, dye-sensitized semiconductors are underdeveloped photocatalysts for selective organic synthesis. With the aid of catalytic eosin Y-sensitized titanium dioxide, we have developed efficient aerobic photooxidation of benzyl ethers to benzoates, featuring low cost, high atom economy, broad substrate scope, and user-friendly setup. Furthermore, preliminary mechanistic studies established that the reaction pathway likely entails a photoinduced, radical-based two-step process via an isolable peroxide intermediate.
Oxidative decarboxylation of mandelate ethers and α-substituted phenylacetates via dioxetanone generation
Heckmann,Alayrac,Mioskowski,Chandrasekhar,Falck
, p. 5205 - 5208 (2007/10/02)
Mandelate ethers are oxidatively decarboxylated via in situ generated dioxetanones using (t)BuOK and air at ambient temperature leading, after hydrolysis, to the benzoic acid and the corresponding alcohol. The reaction can be extended to α-substituted phenylacetates.
ANOMALOUS ORIENTATION EFFECTS DURING BENZOYLOXYLATIONS BY "SILVER BROMIDE DIBENZOATE"
Bryce-Smith, Derek,Isaacs, Neil S.,Tumi, Seddeg O.
, p. 1471 - 1472 (2007/10/02)
The solid complex formed from bromine and silver benzoate reacts with both arenes and alkenes to form aryl and alkyl benzoates, respectively.Highly unusual substituent effects are observed in the benzoyloxylations of arenes.Electron-withdrawing groups (e.g. -NO2, -CN,-CO-) on the aromatic ring facilitate reaction though directing the attacking reagent exclusively to the meta position.In alkanes, tertiary positions are most prone to attack.
