Highly efficient synthesis of benzodioxins with a 2-site quaternary carbon structure by secondary amine-catalyzed dual Michael cascade reactions

• Published in: Organic & biomolecular chemistry Vol. 16; no. 30; pp. 5533 - 5538
• Main Authors: He, Xuefeng, Li, Yongsu, Wang, Meng, Chen, Hui-Xuan, Chen, Bin, Liang, Hao, Zhang, Yaqi, Pang, Jiyan, Qiu, Liqin
• Format: Journal Article
• Language: English
• Published: CAMBRIDGE Royal Soc Chemistry 2018; Royal Society of Chemistry
• Subjects: Carbon; Cascade chemical reactions; Chemical reactions; Chemistry; Chemistry, Organic; Dioxins; Physical Sciences; Science & Technology; Substrates; ALCOHOLS; SALICYLIHALAMIDE; NUCLEOPHILES; KETONES; ACID; ACYL TRANSFER-CYCLIZATION; INHIBITORS; FACILE; SALICYLATES; DERIVATIVES

Salicylic acids and substituted ynones were employed as substrates to afford a class of valuable 4 H -benzo[ d ][1,3]dioxin-4-ones with a 2-site quaternary carbon structure in up to 92% yield by secondary amine-catalyzed dual Michael cascade reactions under mild reaction conditions. The α,β-unsatura...