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一种用于合成4-氧代-1,4-二氢吡啶-3-羧酸酯的异恶唑策略。

An isoxazole strategy for the synthesis of 4-oxo-1,4-dihydropyridine-3-carboxylates.

作者信息

Zanakhov Timur O, Galenko Ekaterina E, Novikov Mikhail S, Khlebnikov Alexander F

机构信息

Saint Petersburg State University, Institute of Chemistry, 7/9 Universitetskaya Naberezhnaya, St. Petersburg 199034, Russia.

出版信息

Beilstein J Org Chem. 2022 Jun 23;18:738-745. doi: 10.3762/bjoc.18.74. eCollection 2022.

DOI:10.3762/bjoc.18.74
PMID:35821697
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC9235835/
Abstract

A method has been developed for the preparation of 2-alkyl-6-aryl-, 2-aryl-6-aryl and 2,6-diaryl-5-aryl/hetaryl-substituted methyl 4-oxo-1,4-dihydropyridine-3-carboxylates by Mo(CO)-mediated ring expansion of methyl 2-(isoxazol-5-yl)-3-oxopropanoates. The high reactivity of 4-oxo-1,4-dihydropyridine-3-carboxylates synthesized provide easy access to 2,4,6-triaryl-substituted and 1,2,5,6-tetrasubstituted nicotinates.

摘要

已开发出一种通过2-(异恶唑-5-基)-3-氧代丙酸甲酯的钼(羰基)介导的扩环反应制备2-烷基-6-芳基、2-芳基-6-芳基和2,6-二芳基-5-芳基/杂芳基取代的4-氧代-1,4-二氢吡啶-3-羧酸甲酯的方法。所合成的4-氧代-1,4-二氢吡啶-3-羧酸甲酯的高反应活性使得能够轻松获得2,4,6-三芳基取代和1,2,5,6-四取代的烟酸酯。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/2959/9235835/de12c0a04c44/Beilstein_J_Org_Chem-18-738-g007.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/2959/9235835/2de1a6d4a864/Beilstein_J_Org_Chem-18-738-g002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/2959/9235835/9fb8bb141d3c/Beilstein_J_Org_Chem-18-738-g003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/2959/9235835/0c1f4f8fc405/Beilstein_J_Org_Chem-18-738-g004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/2959/9235835/9383813bb753/Beilstein_J_Org_Chem-18-738-g005.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/2959/9235835/7cb33e923774/Beilstein_J_Org_Chem-18-738-g006.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/2959/9235835/de12c0a04c44/Beilstein_J_Org_Chem-18-738-g007.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/2959/9235835/2de1a6d4a864/Beilstein_J_Org_Chem-18-738-g002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/2959/9235835/9fb8bb141d3c/Beilstein_J_Org_Chem-18-738-g003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/2959/9235835/0c1f4f8fc405/Beilstein_J_Org_Chem-18-738-g004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/2959/9235835/9383813bb753/Beilstein_J_Org_Chem-18-738-g005.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/2959/9235835/7cb33e923774/Beilstein_J_Org_Chem-18-738-g006.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/2959/9235835/de12c0a04c44/Beilstein_J_Org_Chem-18-738-g007.jpg

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