Unlocking Oxidative Cross-Coupling between Four Nucleophiles: Synthesis of Spiropyrrolo[2,1- <i>a</i> ]isoquinolines
The oxidative cross-coupling of four nucleophiles, while intriguing for concurrently forming multiple C(X)-C bonds by the removal of several C(X)-H bonds, remains challenging and underexplored. Herein, we report that the convergent integration of two streams of two-component oxidation cross-couplings achieves the assembly of four nucleophiles in a highly self-sorting manner. By removal of 10 hydrogen atoms, an I<sub>2</sub>-DMSO-promoted reaction using 1,2,3,4-tetrahydroisoquinoline (THIQ), active methylene, and two molecules of arylmethyl ketones affords structurally novel 3D frameworks featuring a spiropyrrolo[2,1-<i>a</i>]isoquinoline core.
Authors
- Ying Song (ORCID: https://orcid.org/0000-0003-4975-6071)
- An‐Xin Wu (ORCID: https://orcid.org/0000-0001-7673-210X)
- Jia‐Chen Xiang (ORCID: https://orcid.org/0000-0003-2422-6103)
- Yan‐Dong Wu (ORCID: https://orcid.org/0000-0003-0589-7155)
- Yong‐Xing Tang
- Jun Ma (ORCID: https://orcid.org/0000-0001-5167-1750)
- Lisheng Wang (ORCID: https://orcid.org/0000-0001-6202-5463)
- Chun‐Yan Wu (ORCID: https://orcid.org/0009-0004-1347-7972)
Institutions
- Central China Normal University (CN)
- Ministry of Education (ME)
- State Key Laboratory of Chemical Engineering (CN)
- Lanzhou University (CN)
- Southeast University (CN)
Publication Details
- Journal
- Organic Letters
- Published
- 2025-12-17
- DOI
- https://doi.org/10.1021/acs.orglett.5c04423
- Primary Topic
- Catalytic C–H Functionalization Methods
- Type
- article
- Field-Weighted Citation Impact
- 0.00