Visible-Light Photocatalytic Barbier-Type Reaction of Aziridines and Azetidines with Nonactivated Aldehydes DOI
Quan Qu, Lin Chen, Yong‐Yuan Gui

et al.

Synlett, Journal Year: 2023, Volume and Issue: 34(12), P. 1385 - 1390

Published: Feb. 21, 2023

Abstract Barbier-type reactions are a classic group of for carbon–carbon bond formation; however, their common use stoichiometric metals restricts widespread application. Considering the ready availability and diversity cyclic amines, we report visible-light photocatalytic reaction aziridines azetidines with nonactivated aldehydes. A series important γ- δ-amino alcohols were synthesized in presence amines as electron donors. Moreover, this transition-metal-free protocol displays mild conditions, broad functional-group tolerance, wide substrate scope. Mechanistic investigations indicated that carbon radicals carbanions might be generated key intermediates.

Language: Английский

Radical approaches for C(sp3)–N bond cleavage in deaminative transformations DOI
J. Kim,

Eun Song Lim,

Ji Yeon Park

et al.

Chemical Communications, Journal Year: 2025, Volume and Issue: unknown

Published: Jan. 1, 2025

This review summarizes recent advancements in radical-mediated deaminative transformations, focusing on the mechanisms, substrate compatibility, and emerging applications synthetic organic chemistry.

Language: Английский

Citations

0
Polyoxometalate-Supported Pd(II)-Catalyzed B(9)–H Nitration of o/m-Carboranes DOI
Yan Wang, Ye Li, Miaomiao Wang

et al.

ACS Catalysis, Journal Year: 2025, Volume and Issue: unknown, P. 7646 - 7652

Published: April 23, 2025

Language: Английский

Citations

0
Transition-Metal-Catalyzed Regiodivergent Sulfonylation of Aziridrines for the Synthesis of β‑Amino Sulfones DOI

Qinqiong Zeng,

Yujia Gong,

X. He

et al.

Organic Chemistry Frontiers, Journal Year: 2024, Volume and Issue: 11(22), P. 6340 - 6346

Published: Jan. 1, 2024

We developed the first transition-metal-catalyzed, regiodivergent sulfonylation of aziridines, enabling efficient synthesis diverse β-amino sulfones under mild conditions with broad substrate compatibility and high regioselectivity.

Language: Английский

Citations

3
Selective C–N Bond Cleavage in Unstrained Pyrrolidines Enabled by Lewis Acid and Photoredox Catalysis DOI Creative Commons

Kazuhiro Aida,

Marina Hirao,

Tsuyoshi Saitoh

et al.

Journal of the American Chemical Society, Journal Year: 2024, Volume and Issue: unknown

Published: Oct. 23, 2024

Cleavage of inert C-N bonds in unstrained azacycles such as pyrrolidine remains a formidable challenge synthetic chemistry. To address this, we introduce an effective strategy for the reductive cleavage bond

Language: Английский

Citations

3
Visible-Light Photocatalytic Barbier-Type Reaction of Aziridines and Azetidines with Nonactivated Aldehydes DOI
Quan Qu, Lin Chen, Yong‐Yuan Gui

et al.

Synlett, Journal Year: 2023, Volume and Issue: 34(12), P. 1385 - 1390

Published: Feb. 21, 2023

Abstract Barbier-type reactions are a classic group of for carbon–carbon bond formation; however, their common use stoichiometric metals restricts widespread application. Considering the ready availability and diversity cyclic amines, we report visible-light photocatalytic reaction aziridines azetidines with nonactivated aldehydes. A series important γ- δ-amino alcohols were synthesized in presence amines as electron donors. Moreover, this transition-metal-free protocol displays mild conditions, broad functional-group tolerance, wide substrate scope. Mechanistic investigations indicated that carbon radicals carbanions might be generated key intermediates.

Language: Английский

Citations

4