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1.
Org Biomol Chem ; 22(18): 3684-3692, 2024 May 08.
Article in English | MEDLINE | ID: mdl-38624070

ABSTRACT

Dimethyl sulfoxide (DMSO)-promoted catalyst-free oxidative C-N coupling and C-O coupling under oxidant-free conditions are outlined. This protocol is operationally simple and leads to various functionalized substituted imidazoles or oxazoles in good yields. To date, a very limited number of oxidation protocols have been established, where DMSO acts solely as a catalyst or an oxidant or both. In this report, DMSO is not only used as a C-N/C-O coupling agent but is also used as the oxidant required for these oxidative transformations. Hence, our demonstrated DMSO-promoted catalyst-free coupling transformation has the ability to lead to a new dimension in the field of oxidative coupling.

2.
Chem Commun (Camb) ; 59(50): 7771-7774, 2023 Jun 20.
Article in English | MEDLINE | ID: mdl-37264649

ABSTRACT

Our study describes a new development featuring iodine-catalyzed two consecutive oxidative cross-coupling reactions involving Cα(sp3)-H of benzyl amines followed by intramolecular cyclization in water under air. Here, C-N coupling followed by C-C coupling occurs in a green environment to provide a variety of 5H-pyrazino[2,3-b]indoles within a short time period.

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