Visible‐Light‐Mediated Synthesis of 1‐Oxa‐4‐aza‐spiro Oxazolines by Spiroannulation of Quinones with Vinyl Azides
作者:Subhankar Sarkar、Aramita De、Sougata Santra、Igor A. Khalymbadzha、Grigory V. Zyryanov、Adinath Majee
DOI:10.1002/ejoc.202200503
日期:2022.7.14
A new, simple and efficient method has been developed to synthesize 1-oxa-4-aza-spirooxazolines. The reaction was carried out at room temperature using rose bengal as an organic photoredox catalyst and blue LED as a light source. It was observed that quinones underwent spiroannulation reaction with vinyl azide on C-O double bond instead of C-C double bond through which various corresponding various
开发了一种新的、简单有效的合成1-oxa-4-aza-spirooxazolines的方法。该反应在室温下使用玫瑰红作为有机光氧化还原催化剂和蓝色 LED 作为光源进行。据观察,醌与叠氮乙烯在 CO 双键而不是 CC 双键上发生螺环化反应,通过该反应,各种相应的各种相应的 1-oxa-4-aza-spirooxazolines 以良好至优异的产率合成。
Visible-Light-Induced Regioselective C(sp<sup>3</sup>)-H Acyloxylation of Aryl-2<i>H-</i>azirines with (Diacetoxy)iodobenzene
作者:Aramita De、Sougata Santra、Alakananda Hajra、Grigory V. Zyryanov、Adinath Majee
DOI:10.1021/acs.joc.9b01625
日期:2019.9.20
A visible-light-promoted regioselective coupling of C(sp(3))-H of aryl-2H-azirine and (diacetoxy)-iodobenzene has been reported. Rose Bengal as an organo-photoredox catalyst has been used in this reaction. The reaction proceeds under aerobic condition at room temperature. A variety of aryl-2H-azirines gives the corresponding acyloxylated azirines under this reaction conditions. The reaction goes through a radical pathway. The protocol is also applicable on gram-scale synthesis.
The Reaction of 2,4,6-Trimethylstyrene Oxide with Phenol<sup>1</sup>
作者:Cyrus O. Guss
DOI:10.1021/ja01109a040
日期:1953.7
Chauvelier; Bardone, Bulletin de la Societe Chimique de France, 1952, p. 386