Electrosynthesis of Highly Functionalized Quinolines through Radical Annulation–Polar Addition Cascade DOI
Suman Kumar Saha,

Samrat Mallick,

Aritra Nath

et al.

Organic Letters, Journal Year: 2024, Volume and Issue: 26(35), P. 7330 - 7335

Published: Aug. 22, 2024

Synthesis of diversely functionalized quinoline-2-carboxylates is illustrated through electrochemical cross-dehydrogenative coupling between N-aryl glycinates and methylenecyclopropanes. An extensive range distinct functionalities well-compatible under these transition-metal- oxidant-free mild conditions, contributing to a broad substrate scope practical applicability. Cyclic voltammetric measurements control experiments suggested formal [4 + 2] cycloaddition involving radical intermediates, followed by cyclopropyl ring opening nucleophilic polar addition, consecutively fabricating C–C C–N bonds.

Language: Английский

Electrosynthesis of Highly Functionalized Quinolines through Radical Annulation–Polar Addition Cascade DOI
Suman Kumar Saha,

Samrat Mallick,

Aritra Nath

et al.

Organic Letters, Journal Year: 2024, Volume and Issue: 26(35), P. 7330 - 7335

Published: Aug. 22, 2024

Synthesis of diversely functionalized quinoline-2-carboxylates is illustrated through electrochemical cross-dehydrogenative coupling between N-aryl glycinates and methylenecyclopropanes. An extensive range distinct functionalities well-compatible under these transition-metal- oxidant-free mild conditions, contributing to a broad substrate scope practical applicability. Cyclic voltammetric measurements control experiments suggested formal [4 + 2] cycloaddition involving radical intermediates, followed by cyclopropyl ring opening nucleophilic polar addition, consecutively fabricating C–C C–N bonds.

Language: Английский

Citations

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