Zinc diiodide-promoted synthesis of trisubstituted allenes from propargylic amines

J Kuang, X Tang, S Ma - Organic Chemistry Frontiers, 2015 - pubs.rsc.org
J Kuang, X Tang, S Ma
Organic Chemistry Frontiers, 2015pubs.rsc.org
Zinc diiodide has been identified as an effective reagent for the efficient synthesis of
trisubstituted allenes from propargylic amines. Compared to CdI2 this protocol offers a green
approach. Due to the easy preparation of propargylic amines through the method developed
by this group, this method provides a two-step synthesis of trisubstituted allenes from 1-
alkynes, ketones, and pyrrolidine. Finally, an efficient synthesis of such trisubstituted allenes
from 1-alkynes, ketones, and pyrrolidine via simple filtration has been developed. Compared …
Zinc diiodide has been identified as an effective reagent for the efficient synthesis of trisubstituted allenes from propargylic amines. Compared to CdI2 this protocol offers a green approach. Due to the easy preparation of propargylic amines through the method developed by this group, this method provides a two-step synthesis of trisubstituted allenes from 1-alkynes, ketones, and pyrrolidine. Finally, an efficient synthesis of such trisubstituted allenes from 1-alkynes, ketones, and pyrrolidine via simple filtration has been developed. Compared with the CdI2-mediated protocol, the current protocol enjoys a much wider scope for ketones and affords functionalized allenes without further cyclization in some substrates.
The Royal Society of Chemistry
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