Concepedia

The iridium-catalysed reductive coupling reaction of tertiary lactams/amides with isocyanoacetates

Xiu‐Ning Hu, Tai-Long Shen, Dong-Cheng Cai, Jian‐Feng Zheng, Pei‐Qiang Huang

Organic Chemistry Frontiers · 2018 · 34 citations · 72 references

DOI

Concepts

Abstract

A catalytic reductive addition of isocyanoacetates to tertiary lactams/amides has been developed. This one-pot procedure involves Ir-catalysed partial reduction of lactams/amides and sequential chemoselective addition of isocyanide group in isocyanoacetates and produces 5-methoxyoxazoles in moderate to excellent yields.

References

72

Large-Scale Applications of Amide Coupling Reagents for the Synthesis of Pharmaceuticals

Joshua R. Dunetz, Javier Magano, Gerald A. Weisenburger · Organic Process Research & Development · 2015 · 767 citations

, , +15

Recent Developments in Amide Synthesis: Direct Amidation of Carboxylic Acids and Transamidation Reactions

Rachel M. Lanigan, Tom D. Sheppard · European Journal of Organic Chemistry · 2013 · 400 citations

, , +15

Recent advances in the total syntheses of oxazole-containing natural products

Vince S. C. Yeh · Tetrahedron · 2004 · 337 citations

, , +2

Direct, One‐pot Sequential Reductive Alkylation of Lactams/Amides with Grignard and Organolithium Reagents through Lactam/Amide Activation

Kai‐Jiong Xiao, Jie‐Min Luo, Ke‐Yin Ye et al. · Angewandte Chemie International Edition · 2010 · 272 citations

Chemoselective synthesis of ketones and ketimines by addition of organometallic reagents to secondary amides

William S. Bechara, Guillaume Pelletier, André B. Charette · Nature Chemistry · 2012 · 252 citations

, , +8