3382-99-8Relevant articles and documents
Sequential Two-Fold Claisen Rearrangement, One-Pot Ring-Closing Metathesis and Cross-Metathesis as a Route to Substituted Benzo[b]azepine-2-one, Benzo[b]azepine and Benzo[b]oxepine Derivatives
Mandal, Shyamasankar,Banerjee, Jeet,Maity, Sougata,Chattopadhyay, Shital K.
, (2021)
A synthetic protocol involving sequential use of three atom-economic processes viz. Claisen rearrangement, ring-closing metathesis and cross metathesis has been developed to access 7-substituted benzo[b]azepine and benzo[b]oxepine derivatives starting from appropriate aniline or phenol in good overall yield. A one-pot RCM-CM protocol has also been developed for the synthesis of benzazepine and benzoxepine derivatives.
Cobalt-Nitrenoid Insertion-Mediated Amidative Carbon Rearrangement via Alkyl-Walking on Arenes
Lee, Jeonghyo,Kang, Bora,Kim, Dongwook,Lee, Jia,Chang, Sukbok
supporting information, p. 18406 - 18412 (2021/11/16)
We herein disclose the Cp*Co(III)(LX)-catalyzed amidative alkyl migration using 2,6-disubstituted phenyl azidoformates. Upon the cobalt-nitrenoid insertion toward the substituted ortho carbon, an arenium cationic species bearing a quaternary carbon is generated, and a subsequent alkyl migration process is suggested to occur through an unforeseen alkyl-walking mechanism. A quinolinol ligand of the cobalt catalyst system is proposed to facilitate the final product-releasing rearomatization process by serving as an internal base. This new mechanistic mode enabled both [1,2]- and [1,4]-alkyl rearrangements to allow the structural variation of N-heterocyclic compounds.
On the Claisen rearrangement mechanism
Klyuchareva,Ershova,Nigmatullina,Vozhdaeva,Kantor
experimental part, p. 52 - 55 (2009/08/07)
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