Synthetic Approaches to Highly Functional β-Carboline Building Blocks via Allylic Amidation
22 December 2011 (eFirst)
A new, straightforward synthesis of highly functional β-carboline building blocks is presented that makes use of allylic amidation methodology. The products obtained carry a terminal double bond as well as an easy-to-deprotect amide, which make them perfectly suitable for further functionalization. The use of the trifluoroacetamide group is exploited in a dual fashion; it acts as a protecting group and functions as the nucleophile for the allylic amidation reaction.
indoles - β-carbolines - allylic amidation - heterocycles - Stille reaction