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

Thibaut Martinez | Zendy; Ismail Alahyen | Zendy; Gilles Lemière | Zendy; Virginie MourièsMansuy | Zendy; Louis Fensterbank | Zendy

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

Author(s) -

Thibaut Martinez,

Ismail Alahyen,

Gilles Lemière,

Virginie MourièsMansuy,

Louis Fensterbank

Publication year - 2020

Publication title -

organic process research and development

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.904

H-Index - 109

eISSN - 1520-586X

pISSN - 1083-6160

DOI - 10.1021/acs.oprd.9b00418

Subject(s) - iodine , chemistry , combinatorial chemistry , coupling reaction , simple (philosophy) , organic chemistry , catalysis , philosophy , epistemology

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.

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