Metal‐Free Cyclocarboamination of ortho‐Formyl Phenylacetylenes with Secondary Amines: Access to 1,3‐Diamino‐1H‐Indenes and 3‐Amino‐1‐Indanones

• Published in: Advanced synthesis & catalysis Vol. 361; no. 3; pp. 569 - 577
• Main Authors: Cui, Jian‐Fang, Tang, Rishi, Yang, Bin, Lai, Nathanael Chun‐Him, Jiang, Jia‐Jun, Deng, Jie‐Ren, Wong, Man‐Kin
• Format: Journal Article
• Language: English
• Published: WEINHEIM Wiley 01.02.2019; Wiley Subscription Services, Inc
• Subjects: Aminal; Amine activation; Amines; Anions; Carboamination; Chemistry; Chemistry, Applied; Chemistry, Organic; Indanone; Indene; Iodine; Physical Sciences; Science & Technology; Aminal; INSERTION; ACID; Indanone; INTERNAL ALKYNES; CATALYZED HYDROAMINATION; ALKENES; Carboamination; Amine activation; Indene; HETEROCYCLES; H BONDS; GENERATION; CYCLIZATION

This work first discloses a new strategy for amine activation to give reactive amine anion by in situ generated iminium cation‐amine anion pair through decomposition of sterically hindered aminals. Utilizing this strategy, a highly regio‐ and chemoselective cyclocarboamination of ortho‐formyl phenyl...