An InBr3 catalyzed one-pot three-component synthesis of functionalized spirodihydrofuran oxindoles via intramolecular alkyne carbonyl metathesis

Siddiqui, I. R.; Rahila, .; Shamim, Shayna; Rai, Pragati; Shireen,; Waseem, Malik A.; Abumhdi, Afaf A. H.

doi:10.1016/j.tetlet.2013.09.122

Cited by 19 publications

(3 citation statements)

References 55 publications

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“…Indium compounds are known to display a high tolerance for functional groups . We have joined several other researchers in reporting on indium-catalyzed conversions of various carbonyl compounds with a variety of functional groups .…”

Section: Introductionmentioning

confidence: 99%

Indium(III)-Catalyzed Knoevenagel Condensation of Aldehydes and Activated Methylenes Using Acetic Anhydride as a Promoter

et al. 2015

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The combination of a catalytic amount of InCl3 and acetic anhydride remarkably promotes the Knoevenagel condensation of a variety of aldehydes and activated methylene compounds. This catalytic system accommodates aromatic aldehydes containing a variety of electron-donating and -withdrawing groups, heteroaromatic aldehydes, conjugate aldehydes, and aliphatic aldehydes. Central to successfully driving the condensation series is the formation of a geminal diacetate intermediate, which was generated in situ from an aldehyde and an acid anhydride with the assistance of an indium catalyst.

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Section: Introductionmentioning

confidence: 99%

Indium(III)-Catalyzed Knoevenagel Condensation of Aldehydes and Activated Methylenes Using Acetic Anhydride as a Promoter

et al. 2015

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“…This reaction, which proceeds under mild conditions, can afford a considerable diversity of spiro-dihydrofuran-oxindole derivatives (12 examples) in good to excellent yields. [63] Scheme 24. InBr 3 -catalyzed MCRs.…”

Section: Miscellaneousmentioning

confidence: 99%

“…applied indium(III) bromide in a three‐component reaction between N ‐methylisatin, benzyl alkynes, and phenacyl bromides (Scheme A ). This reaction, which proceeds under mild conditions, can afford a considerable diversity of spiro‐dihydrofuran‐oxindole derivatives (12 examples) in good to excellent yields …”

Section: Miscellaneousmentioning

confidence: 99%

A Decade of Indium‐Catalyzed Multicomponent Reactions (MCRs)

2020

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In the context of synthetic chemistry, Indium is one of the least explored elements of the notorious group 13 of the periodic table and has not attracted quite the same amount of attention as its fellow members, Aluminium and Boron, which have shown unprecedented synthetic applications for more than half a century. Nonetheless, Indium has emerged in recent years as a very valuable catalyst for multicomponent reactions. From the use of indium powder or easily accessible and cheap indium salts to more complex indium‐based metal‐organic frameworks or nanoparticles, a plethora of applications has been described throughout this last decade, showcasing not only the versatility of indium catalysis but also how much there is still to be explored. In the aftermath of the international year of the periodic table of the chemical elements in 2019, we navigated through the large inventory of multicomponent reactions (MCRs) to encounter the types of useful reactions leading to important target compounds (many of which are biologically active) catalyzed by this d‐block post‐transition metal.

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