Electrochemical α-C(sp3)–H/N–H Cross-Coupling of Isochromans and Azoles DOI Creative Commons
Guoping Li, Bing Yan, Liangliang Wu

и другие.

Molecules, Год журнала: 2024, Номер 30(1), С. 4 - 4

Опубликована: Дек. 24, 2024

Isochroman and azole moieties are both present in a wide variety of biologically active molecules. Their efficient combination under mild reaction conditions is beneficial for obtaining small-molecule drug candidates. In this paper, we describe electrochemical α-C(sp3)–H/N–H cross-coupling reactions between isochromans azoles, yielding products moderate to excellent yields. This protocol does not require any catalysts or exogenous oxidants can be performed at room temperature air. Control experiments cyclic voltammetry showed that the may proceed through radical coupling nucleophilic addition processes.

Язык: Английский

Electric‐Field Catalysis on Carbon Nanotubes in Electromicrofluidic Reactors: Monoterpene Cyclizations DOI Creative Commons
Augustina Jozeliūnaitė, Shen‐Yi Guo, Naomi Sakai

и другие.

Angewandte Chemie International Edition, Год журнала: 2024, Номер unknown

Опубликована: Окт. 10, 2024

The control over the movement of electrons during chemical reactions with oriented external electric fields (OEEFs) has been predicted to offer a general approach catalysis. Recently, we suggested that many problems realize electric-field catalysis in practice under scalable bulk conditions could possibly be solved on multiwalled carbon nanotubes electromicrofluidic reactors. Here, selected monoterpene cyclizations assess scope our system organic synthesis. We report can function by stabilizing both anionic and cationic transition states, depending orientation applied field. Moreover, promote which are barely accessible Brønsted Lewis acids field-free anion-π cation-π interactions, drive chemoselectivity toward intrinsically disfavored products without need for pyrene interfacers attached substrate prolong binding nanotubes. Finally, interfacing chiral organocatalysts is explored evidence against contributions from redox chemistry provided.

Язык: Английский

Процитировано

0
Electric‐Field Catalysis on Carbon Nanotubes in Electromicrofluidic Reactors: Monoterpene Cyclizations DOI Creative Commons
Augustina Jozeliūnaitė, Shen‐Yi Guo, Naomi Sakai

и другие.

Angewandte Chemie, Год журнала: 2024, Номер unknown

Опубликована: Окт. 10, 2024

Abstract The control over the movement of electrons during chemical reactions with oriented external electric fields (OEEFs) has been predicted to offer a general approach catalysis. Recently, we suggested that many problems realize electric‐field catalysis in practice under scalable bulk conditions could possibly be solved on multiwalled carbon nanotubes electromicrofluidic reactors. Here, selected monoterpene cyclizations assess scope our system organic synthesis. We report can function by stabilizing both anionic and cationic transition states, depending orientation applied field. Moreover, promote which are barely accessible Brønsted Lewis acids field‐free anion‐π cation‐π interactions, drive chemoselectivity toward intrinsically disfavored products without need for pyrene interfacers attached substrate prolong binding nanotubes. Finally, interfacing chiral organocatalysts is explored evidence against contributions from redox chemistry provided.

Язык: Английский

Процитировано

0
Electrochemical α-C(sp3)–H/N–H Cross-Coupling of Isochromans and Azoles DOI Creative Commons
Guoping Li, Bing Yan, Liangliang Wu

и другие.

Molecules, Год журнала: 2024, Номер 30(1), С. 4 - 4

Опубликована: Дек. 24, 2024

Isochroman and azole moieties are both present in a wide variety of biologically active molecules. Their efficient combination under mild reaction conditions is beneficial for obtaining small-molecule drug candidates. In this paper, we describe electrochemical α-C(sp3)–H/N–H cross-coupling reactions between isochromans azoles, yielding products moderate to excellent yields. This protocol does not require any catalysts or exogenous oxidants can be performed at room temperature air. Control experiments cyclic voltammetry showed that the may proceed through radical coupling nucleophilic addition processes.

Язык: Английский

Процитировано

0