Ytterbium-Catalyzed Tandem Diels–Alder/aza-Claisen
Rear-rangement/Decarboxylation of N-Allenamides for the Synthesis of
Diarylmethanes
- Bin Chen,
- Shan Zhong,
- Huilin Zhan,
- Zhengyu Han,
- Jianwei Sun,
- Hai Huang
Jianwei Sun
The Hong Kong University of Science and Technology
Author ProfileAbstract
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A tandem Diels–Alder reaction / aza-Claisen rearrangement /
decarboxylation strategy of N-allenamides with
3-alkoxycarbonyl-2-pyrones has been developed for the efficient
synthesis of diarylmethanes with moderate to good yields. The reac-tion
exhibits good functional group tolerance and can be applied to
late-stage modifications of known drug molecules. Mechanistic studies
indicate that the ester group at the 3-position of 2-pyrones is
essential, and the initial Diels–Alder reaction between the 2-pyrones
with the proximal C=C bond of the N-allenamides is crucial for the
success of the reaction.14 Aug 2024Submitted to Chinese Journal of Chemistry 20 Aug 2024Submission Checks Completed
20 Aug 2024Assigned to Editor
20 Aug 2024Review(s) Completed, Editorial Evaluation Pending
23 Aug 2024Reviewer(s) Assigned
19 Sep 2024Editorial Decision: Revise Minor
28 Sep 20241st Revision Received
29 Sep 2024Submission Checks Completed
29 Sep 2024Assigned to Editor
29 Sep 2024Review(s) Completed, Editorial Evaluation Pending
29 Sep 2024Editorial Decision: Accept