NMM-promoted decarboxylative C(sp3)-C(sp3) coupling of coumarin-3-carboxylic acids and indolin-3-ones
Zhan-Yong Wang1, Can Zhang1, Xiao-Tian Wang1
1School of Pharmacy, Xinxiang University, Xinxiang 453003, China. xiaran3324@163.com.
Abstract:
In this study, a tandem reaction of coumarin-3-carboxylic acids with indolin-3-ones, involving Michael addition and decarboxylation, enables the construction of C(sp3)-C(sp3) bonds at room temperature. This cascade strategy provides straightforward access to biologically important indolin-3-one-substituted chroman-2-ones in good to excellent yields with excellent diastereoselectivity. The advantages of this approach include the avoidance of metal catalysts and high-temperature conditions, a broad substrate scope, and high functional group compatibility.
More Related Videos
06:34Synthesis of Antiviral Tetrahydrocarbazole Derivatives by Photochemical and Acid-catalyzed C-H Functionalization via Intermediate Peroxides (CHIPS)
Published on: June 20, 2014
10:12Retropinacol/Cross-pinacol Coupling Reactions - A Catalytic Access to 1,2-Unsymmetrical Diols
Published on: April 4, 2014
Related Concept Videos
Vicinal Diols via Reductive Coupling of Aldehydes or Ketones: Pinacol Coupling Overview
Spin–Spin Coupling: Three-Bond Coupling (Vicinal Coupling)
The extent of coupling depends on the C‑C bond length, the two H‑C‑C angles, any electron-withdrawing substituents, and the dihedral angle between the involved orbitals. The...
[3,3] Sigmatropic Rearrangement of 1,5-Dienes: Cope Rearrangement
Alkenes via Reductive Coupling of Aldehydes or Ketones: McMurry Reaction
Aryldiazonium Salts to Azo Dyes: Diazo Coupling
Cyclohexenones via Michael Addition and Aldol Condensation: The Robinson Annulation
