Alkali‐Metal Promoted Chemo‐ and Regioselective Cycloisomerization Reactions to (Z)‐3‐Alkylideneisoindolin‐1‐ones: Unusual Positive Role of H2O. Issue 13 (10th April 2018)

• Record Type: Journal Article
• Authors: Tan, Jie; Tong, Yao; Chen, Zhiyuan
• Is Part Of: ChemistrySelect. Volume 3:Issue 13(2018)
• Page Start: 3886
• Page End: 3890
• Publication Date: 2018-04-10
• Subjects: alkali metal -- 2-alkynylbenzamide -- chemoselectivity cycloisomerization -- isoindolinone; Chemistry -- Periodicals; 540.5
• DOI: 10.1002/slct.201800666
• Languages: English
• ISSNs: 2365-6549

Abstract

Abstract: An alkali‐metal promoted cycloisomerization reaction of 2‐alkynylbenzamides is described for the synthesis of useful ( Z )‐3‐alkylideneisoindolin‐1‐one derivatives in modest to good yields and excellent chemo‐ and regioselectivity. Superstoichiometric amounts of water was found to be crucial for this reaction, and no transition‐metal salts are necessary. This synthetically green protocol proceeds efficiently with 100% atom economy and tolerates a diverse number of functional groups. Abstract : An alkali‐metal promoted cycloisomerization reaction of 2‐alkynylbenzamides is described for the selective synthesis of useful ( Z )‐3‐alkylideneisoindolin‐1‐one derivatives. Superstoichiometric amount of water was found to be crucial for this reaction.