DBU‐Promoted [3+2] Cyclization/Retro‐Mannich Cascade Reaction of N‐Aminoisoquinolinium and N‐Aminoquinolinium Derivatives with para‐Quinone Methides

Shaohong Ma, Mingyang Chen, Zifeng Yang,Xiang Liu,Hua Cao

Advanced Synthesis and Catalysis（2024）

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摘要

A DBU‐promoted [3+2] cyclization/retro‐Mannich cascade reaction of N‐aminoisoquinolinium and N‐aminoquinolinium derivatives with para‐quinone methides has been established, employing a C=C double bond cleavage. A broad range of N‐aminoquinolinium salts, N‐aminoisoquinolinium salts, and para‐quinone methides are well tolerated, providing the corresponding rearrangement products. Moreover, scaled‐up reactions and diverse derivatizations of the products were also investigated and discussed.

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关键词

N-heterocycles,N-aminoisoquinolinium,[3+2] cycloaddition,retro-Mannich reaction,para-quinone methides

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