Photochemical Carboborylation and Three-component Difunctionalization of α,β-unsaturated Ketones with Boronic Acids via Tosylhydrazones DOI Creative Commons
Álvaro Valdés-Maqueda, Manuel Plaza, Carlos Valdés

et al.

Chemical Science, Journal Year: 2024, Volume and Issue: unknown

Published: Jan. 1, 2024

The photochemical carboborylation of α,β-unsaturated tosylhydrazones with boronic acids gives tertiary allylboronates. A one pot sequence involving an aldehyde allylation provides a powerful three-component method for diversity oriented synthesis.

Language: Английский

Deoxygenative Geminal Silylboration of Amides Using Silylboronates: Synthesis and Use of α‐Boryl‐α‐Silylalkylamines DOI

Koh Watanabe,

Kazunori Nagao, Hirohisa Ohmiya

et al.

Angewandte Chemie, Journal Year: 2024, Volume and Issue: 136(45)

Published: Aug. 6, 2024

Abstract α‐Silylalkylamines and α‐borylalkylamines are versatile synthetic intermediates attractive scaffolds found in pharmaceutical drugs agrochemicals. Despite great progress on methods for preparation of α‐silylalkylamines or α‐borylalkylamines, there no general strategies α‐boryl‐α‐silylalkylamines the reactivity has not been explored. Here we report deoxygenative geminal silylboration amides using silylboronates presence alkoxide base catalyst, producing α‐boryl‐α‐silylalkylamines. The silicon boron groups to be utilized chemoselective transformations, such as protonation alkylation. This protocol serves various from readily available amides.

Language: Английский

Citations

0
Deoxygenative Geminal Silylboration of Amides Using Silylboronates: Synthesis and Use of α‐Boryl‐α‐Silylalkylamines DOI

Koh Watanabe,

Kazunori Nagao, Hirohisa Ohmiya

et al.

Angewandte Chemie International Edition, Journal Year: 2024, Volume and Issue: 63(45)

Published: Aug. 6, 2024

Abstract α‐Silylalkylamines and α‐borylalkylamines are versatile synthetic intermediates attractive scaffolds found in pharmaceutical drugs agrochemicals. Despite great progress on methods for preparation of α‐silylalkylamines or α‐borylalkylamines, there no general strategies α‐boryl‐α‐silylalkylamines the reactivity has not been explored. Here we report deoxygenative geminal silylboration amides using silylboronates presence alkoxide base catalyst, producing α‐boryl‐α‐silylalkylamines. The silicon boron groups to be utilized chemoselective transformations, such as protonation alkylation. This protocol serves various from readily available amides.

Language: Английский

Citations

0
Photochemical Carboborylation and Three-component Difunctionalization of α,β-unsaturated Ketones with Boronic Acids via Tosylhydrazones DOI Creative Commons
Álvaro Valdés-Maqueda, Manuel Plaza, Carlos Valdés

et al.

Chemical Science, Journal Year: 2024, Volume and Issue: unknown

Published: Jan. 1, 2024

The photochemical carboborylation of α,β-unsaturated tosylhydrazones with boronic acids gives tertiary allylboronates. A one pot sequence involving an aldehyde allylation provides a powerful three-component method for diversity oriented synthesis.

Language: Английский

Citations

0