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1.
J Org Chem ; 89(14): 9841-9852, 2024 Jul 19.
Article in English | MEDLINE | ID: mdl-38917372

ABSTRACT

A novel methodology for the synthesis of nitrones via palladium-catalyzed redox cross-coupling of nitro compounds and alcohols is established. The protocol is a mild, convenient, ligand-free, and scalable synthesis method that can be compatible with various nitro compounds and alcohols. Nitrone is a significant multifunctional platform synthon which can be synthesized directly and efficiently via this tactic from commercially available and cheap raw materials.

2.
J Org Chem ; 89(1): 784-792, 2024 Jan 05.
Article in English | MEDLINE | ID: mdl-38096498

ABSTRACT

A novel methodology for the synthesis of indanone derivates has been developed. The palladium-catalyzed annulation reaction of o-bromobenzaldehydes with norbornene derivatives is achieved through extremely concise reaction processes. The indanone skeleton was established directly via C-H activation of the aldehyde group under a mild reaction condition. This method is simple and practical, which simplified the traditional synthesis method for the rapid construction of indanone.

3.
J Org Chem ; 88(13): 9026-9036, 2023 Jul 07.
Article in English | MEDLINE | ID: mdl-37307498

ABSTRACT

A concise and highly efficient synthesis method of direct esterification of aldehydes via Pd-catalyzed C-H bond activation of aldehyde group has been developed. The strategy avoids the preoxidation step of aldehyde or use of condensing agents in ester synthesis, which is not only applicable to various alcohols but also suitable for the esterification of phenolics which are usually difficult to be esterified. The methodology has the significant advantages of broad substrate scope, mild reaction conditions, and nonrequirement of additional oxidants.


Subject(s)
Aldehydes , Palladium , Aldehydes/chemistry , Palladium/chemistry , Esterification , Alcohols/chemistry , Catalysis
4.
Org Biomol Chem ; 19(46): 10210-10214, 2021 12 01.
Article in English | MEDLINE | ID: mdl-34806101

ABSTRACT

Catalytic carbonyl formation ranks as one of the most important synthetic methodologies. Herein, a highly effective palladium-catalyzed and alcohol-promoted transformation of nitriles to synthesize benzocyclic ketones is described. It provides a straightforward access to potentially valuable indanone compounds in high yields in the presence of alcohol. It avoided the usage of carbon monoxide or an additional hydrolysis procedure.

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