A concise synthesis of 3-(1-alkenyl)isoindolin-1-ones and 5-(1-alkenyl)pyrrol-2-ones by the intermolecular coupling reactions of N-acyliminium ions with unactivated olefins

• Nianhong Lu,
• Lihong Wang,
• Zhanshan Li and
• Wei Zhang

Beilstein J. Org. Chem. 2012, 8, 192–200, doi:10.3762/bjoc.8.21

• Nianhong Lu Lihong Wang Zhanshan Li Wei Zhang State Key Laboratory of Applied Organic Chemistry, Lanzhou University, Lanzhou 730000, China; Fax: +86 (931) 8625657 10.3762/bjoc.8.21 Abstract A concise synthesis of 3-(1-alkenyl)isoindolin-1-ones and 5-(1-alkenyl)pyrrol-2-ones has been achieved by

• and 1-hexene, the Csp3–Csp3 cross-coupling products were obtained. Keywords: 3-(1-alkenyl)isoindol-1-ones; 5-(1-alkenyl)pyrrol-2-ones; coupling reaction; 2,3-dihydro-3-hydroxyisoindol-1-one; 2,5-dihydro-5-hydroxypyrrol-2-one; N-acyliminium ions; Introduction The coupling of alcohols with alkynes

• -alkenylboronates with 2-ethoxy-N-acylquinolines catalyzed by tartaric acid to produce 2-(1-alkenyl)-N-acylquinolines in 2011 [23]. We report here a concise synthesis of 3-(1-alkenyl)isoindolin-1-ones and 5-(1-alkenyl)pyrrol-2-ones by the cross-coupling reactions of N-acyliminium ions derived from 3-hydroxyisoindol