Microwave-assisted synthesis of 2-pyridinylethyl indazoles

Ge, Dao-Liang; Zhang, Xiaozhuan; Chen, Shanyong; Pu, Lin; Yu, Xiao‐Qi

doi:10.1016/j.tetlet.2015.06.065

Cited by 14 publications

(2 citation statements)

References 12 publications

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“…A mixture of unprotected 1H-indazole (34 a) and vinylpyridine was irradiated by microwave irradiation for 20 min at 180°C in presence of K 3 PO 4 as a base and TBAB as a phase transfer catalyst to synthesize N-1 substituted and N-2 substituted indazole derivatives (34 b and 34 c) with high yields (Scheme 34). [98] Both 2-and 4-vinylpyridines were used as alkylating reagents. But 4-vinylpyridine produced only N-1 alkylated indazoles.…”

Section: Alkylationmentioning

confidence: 99%

Direct Catalytic Functionalization of Indazole Derivatives

2020

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Indazoles are a very important class of N‐containing heterocycles with a wide range of biological and medicinal properties. The presence of different functionalities on indazole moieties enhances its biological activities. Hence, the preparation of indazole compounds bearing functional groups has gained a significant interest to the organic synthetic chemists. A large effort has been made to develop efficient and new methods for the functionalization of indazoles. Direct catalytic functionalization is a very powerful tool for facile synthesis of important indazole derivatives due to its straightforwardness. This review summarizes developments on direct functionalizations of indazoles published in the last two decades.

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Section: Alkylationmentioning

confidence: 99%

Direct Catalytic Functionalization of Indazole Derivatives

2020

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“…The literature survey reported the number of microwave or conventional heating methods for N ‐alkylation in organic transformation using an alkylating agent such as K 2 CO 3 , Cs 2 CO 3 and TEA . In order to find the combination of microwave techniques and phase transfer catalyst, TBAB is significantly effective in the rate of reaction, high yield output in shorter time and low side reaction . In present work we evaluate the impact of greener modifications of reaction by using TBAB as PTC and microwave irradiation as a greener heating source.…”

Section: Introductionmentioning

confidence: 99%

Rapid, Simple and Efficient Microwave‐Assisted Alkylation of 6‐Acetyl‐2H‐Benzo[e][1, 3] Oxazine‐2, 4(3H)‐Dione

et al. 2019

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A simple, efficient and eco‐friendly method has been developed for the synthesis of biologically active alkyl derivatives of 6‐acetyl‐2H‐benzo[e][1,3]oxazine‐2,4(3H)‐dione by using microwave irradiations. The N‐alkylation of 6‐acetyl‐2H‐benzo[e][1,3]oxazine‐2,4(3H)‐dione with substituted alkyl derivatives under microwave radiations in presence of Tetra‐n‐butyl ammonium bromide as a phase transfer catalyst to give the desired products. Comparison between conventional and microwave‐assisted synthesis revealed that it reduced the reaction time, improve the yield and purity of 6‐acetyl‐3‐(substituted alkyl)‐2H‐benzo[e][1,3]oxazine‐2,4(3H)‐diones analog molecules. All the final compounds were characterized by FT‐IR, 1HNMR, 13CNMR, HRMS and Mass spectroscopic analysis, also succeeded to develop and analyze the single crystal XRD of compound 4 f. The antimicrobial evaluation studies show moderate activities against used microbes.

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