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In(III)/PhCO2H binary acid catalyzed tandem [2 + 2] cycloaddition and Nazarov reaction between alkynes and acetals.

In(III)/PhCO2H binary acid catalyzed tandem [2 + 2] cycloaddition and Nazarov reaction between alkynes and acetals.

Organic letters (2013-08-21)

Lihui Zhu, Zhi-Guo Xi, Jian Lv, Sanzhong Luo

RESUMEN

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.

MATERIALES

Número de producto

Marca

Descripción del producto

Sigma-Aldrich

Benzoic acid, ACS reagent, ≥99.5%

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Zinc trifluoromethanesulfonate, 98%

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Benzoic acid, Pharmaceutical Secondary Standard; Certified Reference Material

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Silver trifluoromethanesulfonate, ≥99%

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Melting point standard 121-123°C, analytical standard

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Aluminum trifluoromethanesulfonate, 99.9% trace metals basis

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Lithium trifluoromethanesulfonate, 99.995% trace metals basis

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Lanthanum(III) trifluoromethanesulfonate, 99.999% trace metals basis

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Benzoic acid, reference material for titrimetry, certified by BAM, >99.5%

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Benzoic acid, ≥99.5%, FCC, FG

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Benzoic acid, ReagentPlus^®, 99%

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