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Convenient synthesis of tricyclic N(1)-C(2)-fused oxazino-indolones via [Au(I)] catalyzed hydrocarboxylation of allenes.

Riccardo PedrazzaniEmanuele PinosaGiulio BertuzziMagda MonariSamuel LauzonThierry OllevierMarco Bandini
Published in: Chemical communications (Cambridge, England) (2022)
A new [Au(I)] catalyzed intramolecular hydrocarboxylation of allenes is presented as a valuable synthetic route to oxazino-indolones. The use of 3,5-(CF 3 ) 2 -C 6 H 3 -ImPyAuSbF 6 as the optimal catalyst (5 mol%) was necessary to guarantee (i) wide tolerance of functional groups, (ii) mild reaction conditions (r.t., 16 h), and (iii) high yields (up to 90%). Preliminary attempts towards an enantioselective version (81 : 19 er) are also documented by means of a new family of chiral C 1 -symmetric ImPyAuCl complexes.
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