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1.
Chem Commun (Camb) ; 2024 Sep 09.
Artículo en Inglés | MEDLINE | ID: mdl-39248036

RESUMEN

We have developed one thermal and one light-mediated method for direct Minisci-type C-H amidation of 1,3-azoles, which are applicable to thiazoles, benzothiazoles, benzimidazoles, and for the first time, imidazoles. The new visible light-mediated approach can be rendered photosensitiser/photocatalyst-free and likely proceeds via an electron donor-acceptor (EDA) complex, the first direct Minisci-type amidation to do so.

2.
Org Lett ; 24(43): 8008-8013, 2022 11 04.
Artículo en Inglés | MEDLINE | ID: mdl-36285836

RESUMEN

A method for the C-H carboxyamidation of purines has been developed that is capable of directly installing primary, secondary, and tertiary amides. Previous Minisci-type investigations on purines were limited to alkylations and arylations. Herein, we present the first method for the direct C-H amidation of a wide range of purines: xanthine, guanine, and adenine structures, including guanosine- and adenosine-type nucleosides. The Minisci-type reaction is also metal-free, cheap, operationally simple, scalable, and applicable to late-stage functionalizations of biologically important molecules.


Asunto(s)
Adenina , Purinas , Guanina , Guanosina , Nucleósidos , Nucleósidos de Purina
3.
Org Lett ; 24(2): 686-691, 2022 Jan 21.
Artículo en Inglés | MEDLINE | ID: mdl-34995469

RESUMEN

A mild and inexpensive method for direct hydrodecarboxylation of aliphatic carboxylic acids has been developed. The reaction does not require metals, light, or catalysts, rendering the protocol operationally simple, easy to scale, and more sustainable. Crucially, no additional H atom source is required in most cases, while a broad substrate scope and functional group tolerance are observed.

4.
J Org Chem ; 86(23): 17282-17293, 2021 Dec 03.
Artículo en Inglés | MEDLINE | ID: mdl-34792370

RESUMEN

A direct method for C-H dicarbamoylations of phenanthrolines has been developed, which is capable of directly installing primary, secondary as well as tertiary amides. This is a significant improvement on the previous direct method, which was limited to primary amides. The metal-, light-, and catalyst-free Minisci-type reaction is cheap, operationally simple, and scalable. We demonstrate that the step efficiency toward dicarbamoylated phenanthroline targets can now be significantly improved.

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