NaHCO3‐promoted Formal [4+3] Annulation of Salicylaldehydes with Isoquinolinium Salts Accessing Isoquinoline‐fused Benzo[f][1,3]oxazepines DOI
Qiang Tang, Yanan Liu,

Mengdi Wu

et al.

Advanced Synthesis & Catalysis, Journal Year: 2024, Volume and Issue: unknown

Published: Nov. 14, 2024

Abstract A concise and practical sustainable strategy for modular access to isoquinoline‐fused benzo[ f ][1,3]oxazepine derivatives through a formal [4+3] annulation of commercially available salicyaldehydes with isoquinolinium salts has been developed. The reactions proceeded the formation two new bonds (C=C C−O) seven‐membered heterocyclic ring in one pot. Remarkably, use simple NaHCO 3 as mild base, open atmosphere, nonhazardous reagents, nice functional group tolerance, easily scale up are added characteristics this approach. wide range substrates compatible reaction system, thereby proving facile reliable protocol constructing skeletons.

Language: Английский

Rh(III)-Catalyzed [4 + 2] Annulation and Dehydrogenative Annulation of N-Chloroimines with Maleimides DOI
Hanxiao Xu, Zhixin Wang,

Xuanzhen Han

et al.

The Journal of Organic Chemistry, Journal Year: 2025, Volume and Issue: 90(4), P. 1706 - 1719

Published: Jan. 15, 2025

We herein report a Rh(III)-catalyzed C–H bond coupling of N-chloroimines with maleimides, in which the [4 + 2] annulation and dehydrogenative processes can be selectively achieved by simply adjusting reaction conditions. This protocol is compatible various functional groups, shows exquisite selectivity, presents concise synthetic procedure to respective products moderate good yields. With all these merits, this strategy may applicable construction related azaheterocyclic skeletons.

Language: Английский

Citations

0

Recent Advances for the Transformation of Maleimides via Annulation DOI
Mohammad Aslam, Muhammad Saeed Akhtar, Hee Nam Lim

et al.

Organic & Biomolecular Chemistry, Journal Year: 2024, Volume and Issue: unknown

Published: Jan. 1, 2024

This review highlights recent advances in maleimide-based annulation and cyclization strategies, offering insights into their synthetic versatility potential applications creating structurally diverse aromatics bioactive heterocycles.

Language: Английский

Citations

1

NaHCO3‐promoted Formal [4+3] Annulation of Salicylaldehydes with Isoquinolinium Salts Accessing Isoquinoline‐fused Benzo[f][1,3]oxazepines DOI
Qiang Tang, Yanan Liu,

Mengdi Wu

et al.

Advanced Synthesis & Catalysis, Journal Year: 2024, Volume and Issue: unknown

Published: Nov. 14, 2024

Abstract A concise and practical sustainable strategy for modular access to isoquinoline‐fused benzo[ f ][1,3]oxazepine derivatives through a formal [4+3] annulation of commercially available salicyaldehydes with isoquinolinium salts has been developed. The reactions proceeded the formation two new bonds (C=C C−O) seven‐membered heterocyclic ring in one pot. Remarkably, use simple NaHCO 3 as mild base, open atmosphere, nonhazardous reagents, nice functional group tolerance, easily scale up are added characteristics this approach. wide range substrates compatible reaction system, thereby proving facile reliable protocol constructing skeletons.

Language: Английский

Citations

0