Regioselective synthesis of several heterocyclic fused azepines using diisobutylaluminum hydride

DOI: 10.3987/COM-98-8104

Source and publish data:

Heterocycles p. 919 - 927 (1998)

Update date:2022-07-29

Topics:

Authors:

Cho, Hidetsura

Murakami, Kengo

Nakanishi, Hiroyuki

Isoshima, Hirotaka

Hayakawa, Kazuhide

Uchida, Itsuo

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Article abstract of DOI:10.3987/COM-98-8104

5,6,7,8-Tetrahydrothieno[3,2-b]azepine,5,6,7,8-tetrahydro-1H-furo[3,2-b] azepine, and 1,4,5,6,7,8-hexahydropyrrolo[3,2-b]azepine were synthesized by the ring expansion reaction of heterocyclic fused cyclohexanone oximes with diisobutylaluminum hydride (DIBAH). The mechanism of the reaction was different from that of Beckmann rearrangement.

Full text of DOI:10.3987/COM-98-8104

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