Tunable Synthesis of Pyrazolo Oxepines, Pyrazolo Thiophenes and 1H-Indazoles Using Alkylation, Aldol Condensation and Thermal Rearrangement

被引：0

作者：

Pitchai, Manivel ^{[1
]}

Ulaganathan, Sankar ^{[1
]}

Reddy, Thirupala ^{[1
]}

Chikkananjaiah, Nanjundaswamy Kanikahalli ^{[1
]}

Venkateshappa, Suresh Shagathur ^{[1
]}

Byri, Vijay Kumar ^{[1
]}

Akunuri, Arun ^{[1
]}

Pavan, Mysore S. ^{[2
]}

Vetrichelvan, Muthalagu ^{[1
]}

Mathur, Arvind ^{[3
]}

Gupta, Anuradha ^{[1
]}

机构：

[1] Syngene Int Ltd, Biocon Bristol Myers Squibb R&D Ctr, Dept Discovery Synth, Biocon Pk,Plot 2&3,Jigani Link Rd,Bommasandra IV, Bangalore 560100, India

[2] Syngene Int Ltd, Biocon Bristol Myers Squibb R&D Ctr, Analyt Res & Dev, Biocon Pk,Plot 2&3,Bommasandra Jigani Rd, Bangalore 560100, India

[3] Bristol Myers Squibb Res & Early Dev, Small Mol Drug Discovery, POB 5400, Princeton, NJ 08543 USA

来源：

CHEMISTRYSELECT | 2024年 / 9卷 / 23期

关键词：

1H-pyrazole-4-carbaldehydes; Alkylation; Aldol condensation; pyrazolo oxepine; pyrazolo thiophenes; 1H-Indazole; rearrangement; DERIVATIVES; INHIBITORS;

D O I：

暂无

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Base-mediated alkylation of 1-alkyl/aryl-5-hydroxy/mercapto-1H-pyrazole-4-carbaldehydes with functionalized 3-bromo-prop-1-enes and 3-bromo-1-(arylsulfonyl)propenes followed by intra-molecular cyclization afforded regioselective pyrazolo oxepines, pyrazolo thiophenes, and 1H indazoles respectively, with good to excellent yields. This protocol paves the way for the development of syntheses of interesting biologically active scaffolds.

引用

页数：11

共 28 条

[21] Recent developments in the synthesis of oxepines [J].