Ir-Catalyzed Enantioselective Formal C–H Conjugate Addition of Pyrrole and Indoles to α,β-Unsaturated Carbonyl Compounds

Ir-Catalyzed Enantioselective Formal C–H Conjugate Addition of Pyrrole and Indoles to α,β-Unsaturated Carbonyl Compounds

The chiral Ir­(I)-catalyzed intermolecular reaction of N-carbamoylpyrrole and indole derivatives with α,β-unsaturated carbonyl compounds such as crotonates proceeded with high enantioselectivity. The obtained chirally functionalized pyrroles and indoles are formal C–H conjugate adducts. The reaction...

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Veröffentlicht in:Organic letters 2021-12, Vol.23 (23), p.9078-9082
Hauptverfasser: Shibata, Takanori, Sasaki, Mio, Kojima, Masafumi, Ito, Mamoru
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container_title Organic letters
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creator Shibata, Takanori
Sasaki, Mio
Kojima, Masafumi
Ito, Mamoru
description The chiral Ir­(I)-catalyzed intermolecular reaction of N-carbamoylpyrrole and indole derivatives with α,β-unsaturated carbonyl compounds such as crotonates proceeded with high enantioselectivity. The obtained chirally functionalized pyrroles and indoles are formal C–H conjugate adducts. The reaction mechanism was studied by deuterium labeling experiments.
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title Ir-Catalyzed Enantioselective Formal C–H Conjugate Addition of Pyrrole and Indoles to α,β-Unsaturated Carbonyl Compounds
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