The first example of iron-catalyzed decarboxylative (4+1) cycloaddition reactions is described in this publication. By using this method, a wide range of functionalized indoline products were prepared from easily available vinyl benzoxazinanones and sulfur ylides in high yields and selectivities. A possible reaction pathway involving an allylic iron intermediate is discussed based on a series of control experiments and density-functional theory calculations.
We successfully developed an unprecedented route to carbazole synthesis through a visible light-photocatalysed formal (4+2) cycloaddition of indole-derived bromides and alkynes. This novel protocol features extremely mild conditions, a broad substrate scope and high reaction efficiency.
A catalytic asymmetric allylic alkylation reaction of 3‐aryloxindoles was accomplished via a dual catalysis merging palladium catalysis and asymmetric H‐bonding catalysis for the first time. Using this approach, allylated oxindoles bearing chiral all‐carbon quaternary centers were produced in high yields with good enantioselectivities (up to 92 % yield and 96:4 er).magnified image
The first example of iron-catalyzeddecarboxylative (4 + 1) cycloaddition reactions is described in this publication. By using this method, awide range of functionalizedindoline products were prepared from easily available vinyl benzoxazinanones and sulfur ylides in high yields and selectivities.A possible reaction pathway involving an allylic iron intermediate is discussed based on as eries of control experiments and density-functional theory calculations. Scheme 1. Nucleophilic iron catalysis for cycloaddition reactions. EWG = electron-withdrawing group, Ts = 4-toluenesulfonyl.
This unprecedented approach towards highly functionalized carbazoles is characterized by mild reaction conditions, a broad substrate scope, and high reaction efficiency.
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