Abstract
Indium-promoted allylation of alkynes by direct use of allyl alcohols as the allylating agents has been developed under mild conditions, in which a wide range of allylic alcohols and alkynes (both aromatic and aliphatic alkynes) could be tolerated, and the corresponding halogen-substituted 1,4-dienes were obtained in moderate to excellent yields.
GRAPHICAL ABSTRACT
ACKNOWLEDGMENT
We are grateful for the financial support from the National Science Foundation of China (20802072).
Notes
a Reaction conditions: cyclohex-2-enol 1a (0.25 mmol), phenylacetylene 2a (0.38 mmol), MXn (0.06–0.25 mmol).
b Isolated yields based on alcohol 1a.
c The reaction was carried out at 60 °C.
a Reaction conditions: allylic alcohols 1 (0.25 mmol), alkynes 2 (0.38 mmol), InX3 (0.125 mmol), BrCH2CH2Br (1 mL), room temperature.
b Isolated yields based on allylic alcohols 1..
c The ratio of E/Z is determined by Citation 1 H NMR analysis on the crude mixture.
d The reaction was carried out in the presence of InCl3 at 60 °C.