SYNTHESIS OF 2,4-DIARYLSUBSTITUTED 3H-1,5-BENZODIAZEPINES BY A CONSECUTIVE THREE-COMPONENT REACTION OF 5-(ETHYNYL)METHYLANTHRANILATE WITH BENZOYL CHLORIDES AND O-PHENYLENEDIAMINE

SYNTHESIS OF 2,4-DIARYLSUBSTITUTED 3H-1,5-BENZODIAZEPINES BY A CONSECUTIVE THREE-COMPONENT REACTION OF 5-(ETHYNYL)METHYLANTHRANILATE WITH BENZOYL CHLORIDES AND O-PHENYLENEDIAMINE Full article

Journal

ХИМИЯ В ИНТЕРЕСАХ УСТОЙЧИВОГО РАЗВИТИЯ
ISSN: 0869-8538 , E-ISSN: 1817-1818

Output data

Year: 2023, Volume: 31, Number: 6, Pages: 724-730 Pages count : 7 DOI: 10.15372/CSD2023522

Tags

1,5-BENZODIAZEPINES, α,β-ALKYNYL KETONES, ANTHRANYLIC ACID, MULTICOMPONENT REACTIONS

Authors

CHEREMNYKH K.P. ^1,2 , SAVELYEV V.A. ¹ , SKOROVA A.B. ¹ , SHULTS E.E. ¹

Affiliations

1	Vorozhtsov Novosibirsk Institute of Organic Chemistry, Siberian Branch of the Russian Academy of Sciences
2	Novosibirsk State Pedagogical University

The use of the available synthetic platform of 5-ethynyl-N-(acetyl)anthranilic acid in the synthesis of a chemical library of 2,4-diaryl-3H-1,5-benzodiazepines is proposed. The key step of the synthesis included the reaction of in situ generated methyl 2-acetylamino-5-[3-(4-aryl)propiolyl]benzoate with o-phenylenediamine. The selected conditions were used for the synthesis of a chemical library of 3H-1,5-benzodiazepines containing an anthranilic acid methyl ester fragment in the C-2 position. The physicochemical characteristics of intermediately formed α,β-alkynyl ketones are also described.

CHEREMNYKH K.P. , SAVELYEV V.A. , SKOROVA A.B. , SHULTS E.E.
SYNTHESIS OF 2,4-DIARYLSUBSTITUTED 3H-1,5-BENZODIAZEPINES BY A CONSECUTIVE THREE-COMPONENT REACTION OF 5-(ETHYNYL)METHYLANTHRANILATE WITH BENZOYL CHLORIDES AND O-PHENYLENEDIAMINE
ХИМИЯ В ИНТЕРЕСАХ УСТОЙЧИВОГО РАЗВИТИЯ. 2023. V.31. N6. P.724-730. DOI: 10.15372/CSD2023522 WOS РИНЦ

Черемных К.П. , Савельев В.А. , Скорова А.Б. , Шульц Э.Э.
Синтез 2,4-диарилзамещенных 3H-1,5-бензодиазепинов последовательной трехкомпонентной реакцией 5-(этинил)метилантранилата, бензоилхлоридов и о-фенилендиамина
ХИМИЯ В ИНТЕРЕСАХ УСТОЙЧИВОГО РАЗВИТИЯ. 2023. №6. С.746-752. DOI: 10.15372/KhUR2023522 РИНЦ

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