Selective C3 Functionalization of 4H-Pyrido[1,2-a]pyrimidin-4-Ones via Glyoxylic Acid: Tuning Products with Temperature and Solvents

被引：0
|
作者：
Shaikh, Arbaz Sujat [1 ]
Kumar, Ashish [1 ]
Makhal, Priyanka N. [1 ,3 ]
Ikhe, Akanksha Sanjayrao [1 ]
Bhale, Nagesh [2 ]
Dikundwar, Amol G. [2 ]
Kaki, Venkata Rao [1 ]
机构：
[1] Natl Inst Pharmaceut Educ & Res NIPER, Dept Med Chem, Kukatpally Ind Estate, NH 9,Balanagar Main Rd, Hyderabad 500037, Telangana, India
[2] Natl Inst Pharmaceut Educ & Res NIPER, Dept Pharmaceut Anal, Kukatpally Ind Estate, NH 9,Balanagar Main Rd, Hyderabad 500037, Telangana, India
[3] Inst Stem Cell Sci & Regenerat Med inStem, Bellary Rd, Bengaluru, Karnataka, India
来源：
ASIAN JOURNAL OF ORGANIC CHEMISTRY | 2025年
关键词：
Hydroxmethylation; Methylenation; Glyoxylic acid; 4H-pyrido[1,2-a]pyrimidin-4-ones; INHIBITORS; POTENT;
D O I：
10.1002/ajoc.202400790
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
Herein, we report a metal free protocol for direct and selective C3 hydroxymethylation, methylenation and formylation of 4H-pyrido[1,2-a]pyrimidin-4-ones. The protocol is achieved by using an environmental friendly, economical and naturally occurring reagent, glyoxylic acid. Selectivity of the reaction product can be achieved by simply switching the reaction medium, DMSO for hydroxymethylation/methylenation and CH3CN for formylation. The protocol is scalable, delivering good yields, reaching up to 95 % across a wide range of derivatives.
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页数：11
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