Concepedia

In(III)/PhCO<sub>2</sub>H Binary Acid Catalyzed Tandem [2 + 2] Cycloaddition and Nazarov Reaction between Alkynes and Acetals

Lihui Zhu, Zhiguo Xi, Jian Lv, Sanzhong Luo

Organic Letters · 2013 · 48 citations · 64 references

DOI

Concepts

Abstract

A facile tandem [2 + 2] cycloaddition and Nazarov reaction has been developed. The combination of In(OTf)3 and benzoic acid was found to synergistically promote the coupling of alkynes and acetals to form 2,3-disubstituted indanones in excellent yield and diastereoselectivity.

References

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DFT Study of the Mechanisms of In Water Au(I)-Catalyzed Tandem [3,3]-Rearrangement/Nazarov Reaction/[1,2]-Hydrogen Shift of Enynyl Acetates:  A Proton-Transport Catalysis Strategy in the Water-Catalyzed [1,2]-Hydrogen Shift

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