Synthesis of β-Carbonyl α-Iminoamides by Double Insertion of Isocyanides into Aldehydes DOI
Di Lu, Shaohang Lu, Chang‐Hua Ding

et al.

Organic Letters, Journal Year: 2024, Volume and Issue: 26(30), P. 6335 - 6340

Published: July 24, 2024

An unprecedented trimethylsilyl trifluoromethanesulfonate (TMSOTf)-promoted selective double insertion of isocyanides into aldehydes was developed, providing an efficient protocol for synthetically challenging β-carbonyl α-iminoamides. The given approach is applicable a diverse selection readily accessible aldehydes, along with serving as essential precursors "amide" and "imine" scaffolds. versatile transformations the products were demonstrated, pivotal intermediates plausible mechanism identified.

Language: Английский

Cyanation with isocyanides: recent advances and perspectives DOI

Yingying Shan,

Xun Zhang,

Gongle Liu

et al.

Chemical Communications, Journal Year: 2024, Volume and Issue: 60(12), P. 1546 - 1562

Published: Jan. 1, 2024

This review focuses on the cyanation of isocyanides with recent advances and perspectives.

Language: Английский

Citations

11
C–H functionalization enabled by multiple isocyanides DOI
Mingchun Gao, Shaohang Lu, Bin Xu

et al.

Chemical Society Reviews, Journal Year: 2024, Volume and Issue: unknown

Published: Jan. 1, 2024

This review outlines in detail strategies for state-of-the-art synthetic routes and demonstrates various interactions from the synergistic combination of C–H functionalization with multiple isocyanides to establish complicated reactions.

Language: Английский

Citations

4
Difluorocarbene-Enabled Dehydration of Primary Amides To Access Nitriles DOI

Bofan Feng,

Huosheng Guo,

Xiaosha Wang

et al.

Organic Letters, Journal Year: 2025, Volume and Issue: unknown

Published: March 16, 2025

A cost-effective and environmentally friendly method for the direct conversion of primary amides to nitriles was developed using commercially available non-toxic ethyl bromodifluoroacetate as a difluorocarbene precursor under metal-free ligand-free conditions. The reaction features high yields tolerates various sensitive moieties, including alkyl, alkenyl, ether, sulfone, sulfoxide, heteroaryl, chloro, bromo, iodo, hydroxyl, nitro, cyano groups, late-stage modification complex molecules is also feasible. Moreover, present effective on large scales, showing potential industrial application.

Language: Английский

Citations

0
Synthesis of β-Carbonyl α-Iminoamides by Double Insertion of Isocyanides into Aldehydes DOI
Di Lu, Shaohang Lu, Chang‐Hua Ding

et al.

Organic Letters, Journal Year: 2024, Volume and Issue: 26(30), P. 6335 - 6340

Published: July 24, 2024

An unprecedented trimethylsilyl trifluoromethanesulfonate (TMSOTf)-promoted selective double insertion of isocyanides into aldehydes was developed, providing an efficient protocol for synthetically challenging β-carbonyl α-iminoamides. The given approach is applicable a diverse selection readily accessible aldehydes, along with serving as essential precursors "amide" and "imine" scaffolds. versatile transformations the products were demonstrated, pivotal intermediates plausible mechanism identified.

Language: Английский

Citations

1