Metal-free visible-light induced cyclization/substitution cascade reaction of alkyne-tethered cyclohexadienones and diselenides: access to 5-hydroxy-3-selenyl-4a,8a-dihydro-2H-chromen-6(5H)-ones

• Published in: Green chemistry : an international journal and green chemistry resource : GC Vol. 21; no. 13; pp. 3547 - 3551
• Main Authors: Ma, Xian-Li, Wang, Qian, Feng, Xi-Yuan, Mo, Zu-Yu, Pan, Ying-Ming, Chen, Yan-Yan, Xin, Mao, Xu, Yan-Li
• Format: Journal Article
• Language: English
• Published: CAMBRIDGE Royal Soc Chemistry 01.01.2019; Royal Society of Chemistry
• Subjects: Alkynes; Anticancer properties; antineoplastic activity; Antitumor activity; Cascade chemical reactions; cell growth; Chemistry; Chemistry, Multidisciplinary; Crystallography; cyclization reactions; Green & Sustainable Science & Technology; Green chemistry; hydrolysis; light; Physical Sciences; Science & Technology; Science & Technology - Other Topics; Selenides; Substitution reactions; toxicity testing; FUNCTIONALIZATION; DESIGN; ORGANOSELENIUM; INHIBITION; BIOLOGICAL EVALUATION; ARYLATIVE CYCLIZATION; DERIVATIVES; SELENIUM; CARBOCYCLES; 1,N-ENYNES

A simple and efficient Se-radical triggered cyclization/substitution cascade reaction of alkyne-tethered cyclohexadienones to afford 5-hydroxy-3-selenyl-4a,8a-dihydro-2H-chromen-6(5H)-ones has been developed. This transformation via the 3,5-diselenyl-4a,8a-dihydro-2H-chromen-6(5H)-one intermediate f...