A sequential reaction of picolinamide with benzaldehydes promoted by Pd(TFA)2: rapid access to 4,5-disubstituted 2-(pyridin-2-yl)oxazoles in n-octane

文献情報

出版日 2023-12-19

DOI 10.1039/D3OB01815F

インパクトファクター 3.876

著者

Taku Nakayama, Sayaka Fujiki, Tomokatsu Enda, Shoko Kikkawa, Hidemasa Hikawa, Isao Azumaya

原文を見る

要旨

We developed a synthetic method for obtaining 4,5-disubstituted 2-(pyridin-2-yl)oxazoles from picolinamide and aldehydes by employing Pd(TFA)2 as the catalyst in n-octane. This cascade reaction involves the condensation of picolinamide and two aldehyde molecules promoted by trifluoroacetic acid (TFA) generated in situ from Pd(TFA)2. This one-pot protocol provides rapid access to synthetically valuable triaryloxazoles from readily available starting materials under mild conditions. An 18O labeling study revealed that this tandem reaction proceeded via a different reaction mechanism compared to the Robinson–Gabriel oxazole synthesis.

掲載誌

Organic & Biomolecular Chemistry

CiteScore: 3.4

自己引用率: 10.3%

年間論文数: 1041

Organic & Biomolecular Chemistry (OBC) publishes original and high impact research and reviews in organic chemistry. We welcome research that shows new or significantly improved protocols or methodologies in total synthesis, synthetic methodology or physical and theoretical organic chemistry as well as research that shows a significant advance in the organic chemistry or molecular design aspects of chemical biology, catalysis, supramolecular and macromolecular chemistry, theoretical chemistry, mechanism-oriented physical organic chemistry, medicinal chemistry or natural products. Articles published in the journal should report new work which makes a highly-significant impact in the field. Routine and incremental work is generally not suitable for publication in the journal. More details about key areas of our scope are below. In all cases authors should include in their article clear rationale for why their research has been carried out.

A sequential reaction of picolinamide with benzaldehydes promoted by Pd(TFA)2: rapid access to 4,5-disubstituted 2-(pyridin-2-yl)oxazoles in n-octane

文献情報

おすすめジャーナル

関連文献

A facile preparation of PEO–LiClO4–fumed SiO2 composite solid-state electrolyte with improved electrochemical performance for lithium-metal batteries

Influence of process conditions on hydrothermal liquefaction of eucalyptus biomass for biocrude production and investigation of the inorganics distribution

Insights into the phenomenon of ‘bubble-free’ electrocatalytic oxygen evolution from water

Selective electrochemical reduction of CO2 to formic acid in a gas phase reactor with by-product recirculation

Contents list

Comprehensive research on the solid, liquid, and gaseous products of rice husk and rice straw torrefaction

Long-term-stability continuous flow CO2 reduction electrolysers with high current efficiency

Highly active and stable Ni/perovskite catalysts in steam methane reforming for hydrogen production

Rationally constructing nitrogen–fluorine heteroatoms on porous carbon derived from pomegranate fruit peel waste towards an efficient oxygen reduction catalyst for polymer electrolyte membrane fuel cells

Versatile fabrication of a passivation material, solute PEDOT:PSS, for a c-Si substrate using alcoholic solvents

こちらもおすすめ

5-苄基四氢吡咯并[3,4-c]吡咯-1,3[2H,3ah]-二酮の主な用途は何ですか？

唾液酸路易ス Aを取り扱う際の実験室安全事項は何ですか？

タルトブチル ((1-(2-クロロアセチル)ピペリジン-4-イルメチル)カーバamatはどの業界で使用されていますか？

3-烯丙基-2-羟基苯甲醛の物理化学的性質は何ですか？

乳清酸 Potassium Orotateとは何ですか？

4-甲基苯磺酸异丙酯はどの業界で使用されていますか？

6-(3- Florobenzen)-N-[1-(2,2,2- Trifluoroethyl)-4-Piperidinyl]-3-Pyridinycarboxamideはどの業界で使用されていますか？

左西孟旦はどのように合成されますか？

3-乙氧基哌啶盐酸盐に適用される法規ガイドラインは何ですか？

Diethyl (hydroxymethyl)phosphonateの主な用途は何ですか？

掲載誌

Organic & Biomolecular Chemistry

おすすめ化合物

4-{2-[(9H-Fluoren-9-ylmethoxy)carbonyl]hydrazino}benzoic acid

Ethyl 5,6-difluoro-1H-indole-2-carboxylate

3-(3-Carboxyphenyl)-5-(trifluoromethyl)benzoic acid

(R)-Rivastigmine

N-[(1R,2R)-2-Amino-1,2-diphenylethyl]-1,1,1-trifluoromethanesulfonamide

おすすめサプライヤー