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Updated: May 28, 2025
A Microwave-Assisted Direct Heteroarylation of Ketones Using Transition Metal Catalysis
Published on: February 16, 2020
Chemo- and Regioselectivity in Allenamide-Homoenolate Coupling
Raju Teegala1,2, Purna C R Bhavnari1, Kadiyala Sagar1,2
1Department of Chemistry, GITAM Deemed to Be University, Hyderabad, Telangana 502329, India.
Abstract:
We report herein a chelation assisted, ring-strain-driven homoenolate interception with allenamides, proceeding through a complementary reactivity pattern─noncycloaddition and central C interception of C-pronucleophiles─distinct from previous studies. The developed atom-economical method provides access to carbonyl-tagged enamides with high chemo- and regioselectivity, offering a broad scope and significant synthetic value, as demonstrated by further diversification. The origin of the selectivity is clarified through experimental mechanistic investigations, revealing the detailed reaction pathway proceeding through a carbopalladation event.
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