TFA-mediated nitrogenous heterocyclic assisted aldimine condensation/cyclization for the synthesis of pyrrolo[2′,1′:3,4]quinoxalino[1,2-c]quinazoline derivatives DOI
Wenquan Wang, Quan Liu, Kexin Zhao

et al.

Molecular Catalysis, Journal Year: 2024, Volume and Issue: 572, P. 114733 - 114733

Published: Dec. 9, 2024

Language: Английский

Boron Ylide Enables Stereoselective Construction of gem‐Diborylcyclopropanes DOI

Tongchang Fang,

Peng Zhang,

Chao Liu

et al.

Angewandte Chemie, Journal Year: 2024, Volume and Issue: unknown

Published: Sept. 20, 2024

Abstract The stereoselective cyclopropanation of olefins with “boron ylide” is disclosed for the first time, providing a modular strategy synthesis stereospecific diboryl‐functionalized cyclopropanes. chiral gem ‐diborylcyclopropanes are synthesized excellent enantioselectivity aid auxiliary. Based on powerful transformable ability boryl group, those challenging multi‐quaternary carbon centers in cyclopropane units have been facilely constructed stereoselectivity. Control experiments indicate that groups necessary both chemoselectivity and stereoselectivity control.

Language: Английский

Citations

1
Boryl Radical Mediated Hydro(gem-diboryl)alkylation of Alkenes with Sterically Hindered NHC Boranes DOI

Ruizeng Zhang,

Hao Zhang,

Pan Xu

et al.

Organic Letters, Journal Year: 2024, Volume and Issue: unknown

Published: Dec. 9, 2024

NHC boryl radical mediated halogen atom transfer (XAT) is useful in organic synthesis. Yet, most of the reaction ends only with reducing to hydrogen, that is, C-X C-H. This especially dominant for electron-deficient alkyl halides, where formed electrophilic reacts rapidly boranes. Herein, by employing a sterically hindered borane as precursor (IPr·BH

Language: Английский

Citations

1
Highly Selective Boron‐Wittig Reaction: a Practical Method to Synthesize Trans‐Aryl Alkenes DOI
Qitao Guan,

Fupan Ding,

Chun Zhang

et al.

Chemistry - A European Journal, Journal Year: 2024, Volume and Issue: unknown

Published: July 27, 2024

Olefins play an essential role in synthetic chemistry, serving not only as important synthons but also key functional groups numerous bio-active molecules. Consequently, there has been considerable interest the development of more powerful methods for olefins. While Wittig reaction stands a prominent choice olefin synthesis due to its simplicity and ready availability raw materials, limitation lies challenge controlling cis-trans selectivity, hampering broader application. In this study, novel Boron-Wittig developed utilizing gem-bis(boryl)alkanes aldehydes starting materials. This method enables creating favourable intermediates, which possess less steric hindrance, leading trans-olefins via intramolecular O-B bonds elimination. Notably, studies have validated good efficacy modifying bioactive molecules synthesizing drug with great trans-selectivity. Furthermore, mechanism was elucidated based on intermediate trapping experiments, isotope labelling studies, kinetic analyses.

Language: Английский

Citations

1
TFA-mediated nitrogenous heterocyclic assisted aldimine condensation/cyclization for the synthesis of pyrrolo[2′,1′:3,4]quinoxalino[1,2-c]quinazoline derivatives DOI
Wenquan Wang, Quan Liu, Kexin Zhao

et al.

Molecular Catalysis, Journal Year: 2024, Volume and Issue: 572, P. 114733 - 114733

Published: Dec. 9, 2024

Language: Английский

Citations

0