Silica Gel-Mediated Hydroamination/Semipinacol Rearrangement of 2-Alkylaminophenylprop-1-yn-3-ols: Synthesis of 2-Oxindoles from Alkynes and 1-(2-Aminophenyl) Ketones

• Main Authors: Susanti, Dewi, Ng, Linda Li Ru, Chan, Philip Wai Hong
• Other Authors: School of Physical and Mathematical Sciences
• Format: Article
• Language: English
• Published: 2014
• Subjects: Chemistry and Biological Chemistry
• Online Access: https://hdl.handle.net/10356/101213; http://hdl.handle.net/10220/19716
• Institution: Nanyang Technological University

2-Alkylaminophenylprop-1-yn-3-ols, prepared from the lithium diisopropylamide (LDA)-mediated 1,2-addition of alkynes to 1-(2-aminophenyl) ketones, can be converted to 3,3-disubstituted 2-oxindoles by using silica gel in n-hexane/ethyl acetate (20:1 v/v) as the reaction medium. The utility of the app...