A Practical Transamidation Strategy for the N-Deacylation of Amides DOI Open Access
Qun Han, Kun Xu,

Faning Tian

et al.

Chinese Journal of Organic Chemistry, Journal Year: 2022, Volume and Issue: 42(4), P. 1123 - 1123

Published: Jan. 1, 2022

The N-deacylation of amides under mild conditions is highly desirable in organic synthesis, but it remains challenging due to the chemically robust nature amide bond.A general solution with NH3•H2O and scalable (10 mmol) was developed.A range drugs drug derivatives including indomethacin, N-acetyl melatonin carprofen could be deacylated release free amines excellent yields.The good functional group compatibility, combined operational simplicity, yield cost effectiveness all reagents, makes this protocol a prime candidate for amide.

Language: Английский

Recent progress in the synthesis of imidazoquinoline derivatives DOI Creative Commons

Warda Jahangir,

Sumayya Akram,

Sana Aslam

et al.

Results in Chemistry, Journal Year: 2025, Volume and Issue: unknown, P. 102270 - 102270

Published: April 1, 2025

Language: Английский

Citations

0

Multicomponent Synthesis of 5‐Cyano‐pyrazolo[1,5‐a]pyrimidines Enabled by Aerobic Manganese Catalysis DOI

Heng‐Tong Qu,

Zeng‐Hui Wu,

Guochen Zhong

et al.

Advanced Synthesis & Catalysis, Journal Year: 2023, Volume and Issue: 365(6), P. 871 - 876

Published: Feb. 28, 2023

An aerobic Mn(III)-catalyzed one-pot three-component synthesis of 5-cyano-pyrazolo[1,5-a]pyrimidines has been described. The synergistic combination Strecker reaction and oxidatively-induced 6π-azacyclization is the key to success this multicomponent synthesis. Differing from previous reports relied on toxic cyanating agents or multistep synthesis, mechanistically distinct protocol serves as a step-economic, regioselective functionally tolerant strategy obtain 5-cyano-pyrazolo[1,5-a]pyrimidines. As service our authors readers, journal provides supporting information supplied by authors. Such materials are peer reviewed may be re-organized for online delivery, but not copy-edited typeset. Technical support issues arising (other than missing files) should addressed Please note: publisher responsible content functionality any Any queries content) directed corresponding author article.

Language: Английский

Citations

8

I2-Mediated [3 + 2] annulation of methyl-azaarenes with alkyl 2-isocyanoacetates or amino acid ester hydrochlorides: selective synthesis of iodine-functionalized and non-iodine-functionalized fused imidazoles DOI

Yong-Ji Hu,

Yu Zhou, Jingjing Gao

et al.

Organic Chemistry Frontiers, Journal Year: 2022, Volume and Issue: 9(5), P. 1403 - 1409

Published: Jan. 1, 2022

An I 2 -mediated [3 + 2] annulation to access fused imidazoles from methyl-azaarenes and alkyl 2-isocyanoacetates was developed. This method can be used for the structural modification of natural products, gram scale reactions further transformations.

Language: Английский

Citations

11

Recent Advances in Lipase Catalyzed Multicomponent Reactions to Synthesize N‐Heterocycles DOI

Meenakshi Budhiraja,

Amjad Ali, Vikas Tyagi

et al.

Asian Journal of Organic Chemistry, Journal Year: 2023, Volume and Issue: 12(11)

Published: Oct. 2, 2023

Abstract Biocatalysis has been an emerging field in organic synthetic chemistry recent years and significantly expanded the application of enzymes. Further, concept enzymatic promiscuity, where enzyme catalyzes reactions beyond its natural function, recognized as a valuable phenomenon that can enhance versatility biocatalyst. Recent advancements synthesis, driven by demand for more efficient environmentally friendly processes, have led to development enzyme‐catalyzed multicomponent such Biginelli reaction, Hantzsch Mannich, Ugi, etc. synthesis N ‐Heterocyclic compounds. While number enzymes played important role this context, lipase is still indispensable due low cost, easy availability, higher solvent tolerance. In particular, immobilization on various supports enhances stability, reusability, efficiency catalyzing transformation, which expands traditional biocatalytic methods. review, we mainly compiled findings highlight applications lipases manufacturing several types ‐containing heterocyclic

Language: Английский

Citations

6

Metal-Free Synthesis of N-Heterocycles via Intramolecular Electrochemical C-H Aminations DOI Creative Commons
Huiqiao Wang,

Yongjun Zheng,

Hucheng Xu

et al.

Frontiers in Chemistry, Journal Year: 2022, Volume and Issue: 10

Published: June 20, 2022

N -heterocycles are key structural units in many drugs, biologically interesting molecules and functional materials. To avoid the residues of metal catalysts, construction under metal-free conditions has attracted much research attention academia industry. Among them, intramolecular electrochemical C-H aminations arguably constitute environmentally friendly methodologies for -heterocycles, mainly due to direct use clean electricity as redox agents. With recent renaissance organic electrosynthesis, have undergone progress years. In this article, we would like summarize advances field since 2019. The emphasis is placed on reaction design mechanistic insight. challenges future developments also discussed.

Language: Английский

Citations

9

Paired Electrolysis Enabled Cyanation of Diaryl Diselenides with KSCN Leading to Aryl Selenocyanates DOI Creative Commons

Wei-Bao He,

Luo-Lin Tang,

Jun Jiang

et al.

Molecules, Journal Year: 2023, Volume and Issue: 28(3), P. 1397 - 1397

Published: Feb. 1, 2023

The first example of paired electrolysis-enabled cyanation diaryl diselenides, with KSCN as the green cyanating agent, has been developed. A broad range aryl selenocyanates can be efficiently synthesized under chemical-oxidant- and additive-free, energy-saving mild conditions.

Language: Английский

Citations

5

Direct and Indirect Electro-Oxidative Intramolecular C–H Aminations DOI
Huiqiao Wang, Kun Xu

Transactions of Tianjin University, Journal Year: 2022, Volume and Issue: 28(6), P. 469 - 481

Published: Oct. 16, 2022

Language: Английский

Citations

8

The application of NH4SCN as a nontoxic cyanide source for the divergent Strecker synthesis of aminonitriles and iminonitriles DOI
Xiaofan Wang,

Bingyue Zhao,

Lingzhi Xu

et al.

Organic Chemistry Frontiers, Journal Year: 2023, Volume and Issue: 10(4), P. 1009 - 1014

Published: Jan. 1, 2023

The reaction of arylaldehydes and arylamines with nontoxic NH 4 SCN in the presence TBHP led to a divergent Strecker synthesis aminonitriles iminonitriles.

Language: Английский

Citations

4

Recent advances in the synthesis of five-membered heterocycles via multicomponent and domino reactions (from 2017 to 2022) DOI
Vahideh Zadsirjan

Advances in heterocyclic chemistry, Journal Year: 2023, Volume and Issue: unknown, P. 1 - 126

Published: Jan. 1, 2023

Language: Английский

Citations

4

Copper-Catalyzed Oxidative [3 + 2] Cycloaddition of N-Alkyl Pyridinium Salts to Imidazo[1,2-a]pyridines DOI
Yuan Zhang, Weibin Fan, Yinghua Li

et al.

The Journal of Organic Chemistry, Journal Year: 2023, Volume and Issue: 88(17), P. 12244 - 12250

Published: Aug. 22, 2023

A copper-catalyzed reaction of pyridinium salts and trimethylsilyl cyanide (TMSCN) in the presence diethyl phosphite is developed. This reaction, which allows single-step construction biologically important 2-cyanoimidazo[1,2-a]pyridine from readily available starting materials, realized for first time feasible at gram scale. The scope protocol demonstrated with 27 examples. consecutive double cyanation cyclization can be achieved this one-pot process. TMSCN plays a dual role not only as "CN" source but also coupling partner imidazo[1,2-a]pyridines.

Language: Английский

Citations

4