Synthesis ( IF 2.2 ) Pub Date : 2017-08-25 , DOI: 10.1055/s-0036-1590859 Jessy Aziz 1 , Sandrine Piguel 1, 2
Abstract
This report highlights the recent advances in direct C–H bond functionalization of 5,5- and 6,5-fused heterocycles containing at least two nitrogen atoms. Besides C–C bond formation, C–N, C–S, C–P, and C–Si bonds can also be created via a metal-catalyzed process. Some examples, where a C–H functionalization approach was applied for the synthesis of drug candidates, will be presented as well.
1 Introduction
2 C–H Functionalization Reactions of N-Containing Heterocycles
2.1 Imidazo[1,2-a]pyridines
2.2 Pyrrolo[1,2-a]pyrazines
2.3 Imidazo[1,2-b]pyrazoles
2.4 Imidazo[1,2-a]pyrimidines
2.5 Imidazo[1,2-a]pyrazines and Imidazo[1,5-a]pyrazines
2.6 Imidazo[1,2-b]pyridazines
2.7 Imidazo[4,5-b]pyridines and Imidazo[4,5-c]pyridines
2.8 Pyrazolo[3,4-b]pyridines
2.9 Pyrazolo[1,5-a]pyrimidines
2.10 Pyrrolo[2,3-d]pyrimidines and Pyrrolo[3,2-d]pyrimidines
2.11 Imidazo[1,2-b][1,2,4]triazines
2.12 Imidazo[1,2-b][1,2,4,5]tetrazines
3 Outlook
4 Conclusion
This report highlights the recent advances in direct C–H bond functionalization of 5,5- and 6,5-fused heterocycles containing at least two nitrogen atoms. Besides C–C bond formation, C–N, C–S, C–P, and C–Si bonds can also be created via a metal-catalyzed process. Some examples, where a C–H functionalization approach was applied for the synthesis of drug candidates, will be presented as well.
1 Introduction
2 C–H Functionalization Reactions of N-Containing Heterocycles
2.1 Imidazo[1,2-a]pyridines
2.2 Pyrrolo[1,2-a]pyrazines
2.3 Imidazo[1,2-b]pyrazoles
2.4 Imidazo[1,2-a]pyrimidines
2.5 Imidazo[1,2-a]pyrazines and Imidazo[1,5-a]pyrazines
2.6 Imidazo[1,2-b]pyridazines
2.7 Imidazo[4,5-b]pyridines and Imidazo[4,5-c]pyridines
2.8 Pyrazolo[3,4-b]pyridines
2.9 Pyrazolo[1,5-a]pyrimidines
2.10 Pyrrolo[2,3-d]pyrimidines and Pyrrolo[3,2-d]pyrimidines
2.11 Imidazo[1,2-b][1,2,4]triazines
2.12 Imidazo[1,2-b][1,2,4,5]tetrazines
3 Outlook
4 Conclusion
中文翻译:
含氮杂环杂环直接CH键的功能化更新
摘要
本报告重点介绍了含有至少两个氮原子的5,5-和6,5-稠合杂环直接C–H键官能化的最新进展。除了C–C键形成之外,还可以通过金属催化过程创建C–N,C–S,C–P和C–Si键。还将提供一些示例,其中将C–H功能化方法应用于候选药物的合成。
1引言
2个含氮杂环的C–H官能化反应
2.1咪唑并[1,2- a ]吡啶
2.2吡咯并[1,2- a ]吡嗪
2.3咪唑并[1,2- b ]吡唑
2.4咪唑并[1,2- a ]嘧啶
2.5咪唑并[1,2- a ]吡嗪和咪唑并[1,5- a ]吡嗪
2.6咪唑并[1,2- b ]哒嗪
2.7咪唑并[4,5- b ]吡啶和咪唑并[4,5- c ]吡啶
2.8吡唑并[3,4- b ]吡啶
2.9吡唑并[1,5- a ]嘧啶
2.10吡咯并[2,3- d ]嘧啶和吡咯并[3,2- d ]嘧啶
2.11咪唑并[1,2- b ] [1,2,4]三嗪
2.12咪唑并[1,2- b ] [1,2,4,5]四嗪
3展望
4。结论
本报告重点介绍了含有至少两个氮原子的5,5-和6,5-稠合杂环直接C–H键官能化的最新进展。除了C–C键形成之外,还可以通过金属催化过程创建C–N,C–S,C–P和C–Si键。还将提供一些示例,其中将C–H功能化方法应用于候选药物的合成。
1引言
2个含氮杂环的C–H官能化反应
2.1咪唑并[1,2- a ]吡啶
2.2吡咯并[1,2- a ]吡嗪
2.3咪唑并[1,2- b ]吡唑
2.4咪唑并[1,2- a ]嘧啶
2.5咪唑并[1,2- a ]吡嗪和咪唑并[1,5- a ]吡嗪
2.6咪唑并[1,2- b ]哒嗪
2.7咪唑并[4,5- b ]吡啶和咪唑并[4,5- c ]吡啶
2.8吡唑并[3,4- b ]吡啶
2.9吡唑并[1,5- a ]嘧啶
2.10吡咯并[2,3- d ]嘧啶和吡咯并[3,2- d ]嘧啶
2.11咪唑并[1,2- b ] [1,2,4]三嗪
2.12咪唑并[1,2- b ] [1,2,4,5]四嗪
3展望
4。结论