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Palladium-catalyzed [4 + 4] cycloaddition of homo-TMM all-carbon 1,4-dipole precursors for the construction of benzofu-ro[3,2-b]azocines
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  • Wei-Ping Deng,
  • Xiaoyan Luo,
  • Yang-Zi Liu,
  • Ying Chen
Wei-Ping Deng
East China University of Science and Technology

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Xiaoyan Luo
East China University of Science and Technology
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Yang-Zi Liu
Zhejiang Normal University
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Ying Chen
East China University of Science and Technology
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Abstract

We developed a novel Pd-catalyzed [4 + 4] cycloaddition of benzofuran-derived azadienes with homo-TMM all-carbon 1,4-dipoles in situ generated from α-allyl malonate derivatives, affording an array of benzofuro[3,2-b]azocines with good to excellent yields (up to 96%) and exclusive regioselectivities. This methodology featured mild reaction conditions and good functional group tolerance. The synthetic utility was demonstrated by a gram-scale reaction. Furthermore, the catalytic asymmetric [4 + 4] cycloaddition version has also been explored.
16 Jun 20231st Revision Received
16 Jun 2023Submission Checks Completed
16 Jun 2023Assigned to Editor
16 Jun 2023Review(s) Completed, Editorial Evaluation Pending
18 Jun 2023Editorial Decision: Revise Minor
19 Jun 20232nd Revision Received
21 Jun 2023Submission Checks Completed
21 Jun 2023Assigned to Editor
21 Jun 2023Review(s) Completed, Editorial Evaluation Pending
21 Jun 2023Editorial Decision: Accept