Straightforward Access to 2‑Iodoindolizines via Iodine-Mediated Cyclization of 2‑Pyridylallenes

A metal-free access to 2-iodo-1,3-disubstituted indolizines has been developed. The proposed synthesis is relatively simple and efficient and involves the iodine-triggered 5-endo-trig cyclization of 2-pyridylallene precursors. While it can be conducted on a gram scale, the preparation of the precurs...

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Veröffentlicht in:Organic process research & development 2020-05, Vol.24 (5), p.817-821
Hauptverfasser: Martinez, Thibaut, Alahyen, Ismail, Lemière, Gilles, Mouriès-Mansuy, Virginie, Fensterbank, Louis
Format: Artikel
Sprache:eng
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Zusammenfassung:A metal-free access to 2-iodo-1,3-disubstituted indolizines has been developed. The proposed synthesis is relatively simple and efficient and involves the iodine-triggered 5-endo-trig cyclization of 2-pyridylallene precursors. While it can be conducted on a gram scale, the preparation of the precursors is straightforward and does not always require intermediate purifications. The obtained 2-iodoindolizines can be further functionalized through cross-coupling reactions.
ISSN:1083-6160
1520-586X
DOI:10.1021/acs.oprd.9b00418