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Слепухин, П. А.; Kim, D. G.; Русинов, Г. Л.; Charushin, Valery N.; Чупахин, О. Н.

doi:10.1023/a:1021282004750

Cited by 5 publications

(2 citation statements)

References 2 publications

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“…The yield of 45 (99%) also increased with 2 equiv. iodine using the oxidant 49 Rao and coworkers synthesized imidazo[1,2-a]pyrazinyl with acetamide/benzamide derivatives with 2-aminoaza heterocycles. Glycine was treated with acetic anhydride or benzoyl chloride to obtain acetyl or benzoylated glycine (52), respectively.…”

Section: Organic and Biomolecular Chemistry Reviewmentioning

confidence: 99%

Recent advances in development of imidazo[1,2-a]pyrazines: synthesis, reactivity and their biological applications

2015

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Imidazo[1,2-a]pyrazine acts as a versatile scaffold in organic synthesis and drug development. This review article is an effort to compile the progress made in synthetic methods and to illustrate its reactivity and multifarious biological activity. This review is mainly based on the pattern and position of the substitution, and should help the scientific community to bring about future developments.

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Section: Organic and Biomolecular Chemistry Reviewmentioning

confidence: 99%

Recent advances in development of imidazo[1,2-a]pyrazines: synthesis, reactivity and their biological applications

2015

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“…17,18 Indeed, it has recently been shown that 1-alkyl-1,4-diazinium cations are prone to add carbo-and heteroatomic nucleophiles to give mono-and diadducts, or to be transformed into condensed tetrahydropyrazines through the tandem addition reactions with bifunctional nucleophiles. [17][18][19][20][21][22][23][24][25][26] On the other hand, the Petasis reaction is one of the multicomponent condensation reactions, which provides a convenient method for the preparation of α-amino acids by reacting an amine 1 with a carbonyl compound 2 and a boronic acid 3. [27][28][29][30][31][32][33][34] The reaction proceeds via the formation of aminal intermediate 4 (Scheme 1).…”

Section: Introductionmentioning

confidence: 99%

Synthesis, X-ray crystal structure and antimycobacterial activity of enantiomerically pure 1-ethyl-2,3-dicyano-5-(het)aryl-6-hetaryl-1,6-dihydropyrazines

Verbitskiy¹,

Toporova²,

Кодесс³

et al. 2014

Arkivoc

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The Petasis reaction of 6-alkoxy adducts of 1-alkyl-2,3-dicyano-5-arylpyrazinium salts with aromatic boronic acids, such as 2-thienylboronic, 2-furanylboronic and 3-thienylboronic acids, or their benzo analogs in dichloromethane proceeds smoothly at room temperature with the formation of the corresponding 5-aryl-6-hetaryl substituted 1,6-dihydropyrazine derivatives. All dihydropyrazines were separated as pure enantiomers by chiral HPLC, and their absolute configurations for each pair of enantiomers have been determined by X-ray analysis. Individual enantiomers were screened in vitro for their antimycobacterial activities against Mycobacterium tuberculosis H 37 Rv, avium, terrae and extensively drug-resistant and multi-drug-resistant strains isolated from tuberculosis patients in Ural region (Russia). It has been shown that several compounds exhibit a good level of antituberculosis activity compared to the reference drugs.

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