Synthesis of 2-cyclopropyl-4-pyrones and 5-cyclopropyl-2-alkylene-3(2H)-furanones based on tandem cyclization-cyclopropanation strategy

Liu, Weishun; Fang, Lin; Wan, Yinbo; Zhang, Jianfang; Deng, Guisheng; Wang, Jianbo

Synthesis of 2-cyclopropyl-4-pyrones and 5-cyclopropyl-2-alkylene-3(2H)-furanones based on tandem cyclization-cyclopropanation strategy

2019

In AgSbF6/Rh2(OAc)4/DCE system, two-component diastereoselective reactions of 2-diazo-3,5-dioxo-6-ynoates (phosphonates and sulphones) and alkenes provided easy access to 2-cyclopropyl-γ-pyrones through 6-endo-dig cyclization-cyclopropanation. In AgOAc/Rh2(OAc)4/Et3N/DCE system, two-component reaction of 2-diazo-3,5-dioxo-7-aryl-6-ynoates and alkenes afforded 2-cyclopropyl-2-alkylene-3(2H)-furanones through 5-exo-dig cyclization-cyclopropanation. The possible mechanism of reaction is discussed. A simple procedure and mild conditions are significant features of this strategy.

Показать больше [+]

Ключевые слова АГРОВОК

catalysis chemical reactions chemical structure

Библиографическая информация

Опубликовано в

Tetrahedron

Том 75 Выпуск 7 Нумерация страниц 855 - 861 ISSN 0040-4020

Издатель

Wiley-VCH Verlag

Другие темы

Wkqgtaooeshkia-uhfffaoysa-n; Cyclopropanation; Xymskeduxsornb-uhfffaoysa-n; Pcszcvvzwrlppz-uhfffaoysa-n; Fxdmrrumrmnqhd-uhfffaoysa-n; Alkylene-3(2h)-furanones; Diastereoselectivity; Cyyzylaqqlpqmn-uhfffaoysa-n; Icgwzybofnwwnc-uhfffaoysa-n; Phosphonates; 4-pyranone; Nipzkdpvgjaurb-wqlsenkssa-n; Alkenes; Dkmzsrugyuxqja-uhfffaoysa-n; Cebmbyivisbthe-uhfffaoysa-n; Cbxcvllsrksdss-uhfffaoysa-n; Jqnrftlfypsqgk-iwipymossa-n; Jjmxdwvckjkxiz-xkziydejsa-n; Iakzgpclsgkxge-uhfffaoysa-n; Wgujooyiwrzraz-uhfffaoysa-n; Mouwkigaoyiqrx-uhfffaoysa-n; Jvgtvasdigobfh-uhfffaoysa-n; Agquztcfnsdcjk-uhfffaoysa-n; Ulidotscdwuhiq-uhfffaoysa-n; Ddczdvskgqubmg-vawyxsnfsa-n; Fetxshhbulbeen-uhfffaoysa-n; Txeihnvfkcgzto-uhfffaoysa-n; Jyejekwmdffabp-uhfffaoysa-n; Zisaylilxiosqx-grshgnnssa-n; Nctgkggbxygrox-uhfffaoysa-n; Iwfuarbyypnhrl-uhfffaoysa-n; Acid; Cyclization

Язык

Английский

Тип

Text; Journal Article

В АГРИСе с: 2024-02-28

Формат: MODS

Поставщик данных

Эту запись предоставил National Agricultural Library

Откройте коллекцию этого поставщика данных в AGRIS

Ссылки

DOI https://dx.doi.org/10.1016/j.tet.2018.11.063

Посмотрите в Google Scholar