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Journal ArticleDOI

Synthesis of Heterocycles by Formal Cycloadditions of Isocyanides

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TLDR
This Focus Review aims at mapping this reactivity and at providing insight into the relationship between the various reported reaction partners and the observed reactivity modes.
Abstract
Synthetic methodology for the synthesis of heterocycles is of continuous and high interest with applications in materials, catalysis, and medicines. Multicomponent reactions are suitable tools to efficiently generate chemically diverse sets of heterocycles with sufficient structural complexity. Especially isocyanides have proven to be particularly versatile building blocks in these one-pot processes. Due to their electronic structure, isocyanides are able to act sequentially or simultaneously as a nucleophile and an electrophile. Traditionally, isocyanides are therefore frequently used in multicomponent chemistry. In the recent literature, numerous reactions have been reported that involve formal cycloadditions of isocyanides with conjugated heterodienes. This Focus Review aims at mapping this reactivity and at providing insight into the relationship between the various reported reaction partners and the observed reactivity modes.

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Journal ArticleDOI

Mechanochemical synthesis of small organic molecules.

TL;DR: A collection of examples on recent developments in organic bond formation reactions like carbon–carbon, carbon–nitrogen (C–N), carbon–oxygen (C-O), carbon-halogen (C –X), etc. is documented.
Journal ArticleDOI

Metal-free domino one-pot protocols for quinoline synthesis

TL;DR: All contributions till March 2015 are surveyed with particular emphasis on metal-free domino reactions for quinoline ring construction and are discussed herein along with mechanistic aspects.
Journal ArticleDOI

Isocyanide based [4+1] cycloaddition reactions: an indispensable tool in multi-component reactions (MCRs).

TL;DR: The present review highlights the journey of formal [4+1] cycloaddition reactions of isocyanides with diverse electrophilic substrates viz. to afford functionalized pyrroles, imidazole, furans, oxazoles, pyrazoles, etc.
Journal ArticleDOI

Silver-Catalyzed Chemoselective [4+2] Annulation of Two Isocyanides: A General Route to Pyridone-Fused Carbo- and Heterocycles.

TL;DR: A mechanism for this multistep domino reaction is proposed on the basis of a 13 C-labeling experiment, according to which an unprecedented chemoselective heterodimerization of two different isocyanides generates an α-amidoketenimine intermediate, which undergoes 1,3-amino migration to form anα-imidoylketene, followed by 6 π electrocyclization.
Journal ArticleDOI

Copper-Catalyzed Formal [4 + 1] Cycloaddition of Benzamides and Isonitriles via Directed C-H Cleavage.

TL;DR: A copper-catalyzed formal [4 + 1] cycloaddition of benzamides and isonitriles via 8-aminoquinoline-directed C-H cleavage has been developed and the unique acceleration effects of diphenyl sulfide are disclosed.
References
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Journal ArticleDOI

Multicomponent Reactions with Isocyanides.

TL;DR: MCRs and especially MCRs with isocyanides offer many opportunities to attain new reactions and basic structures, however, this requires that the chemist learns the "language" of M CRs, something that this review wishes to stimulate.
Journal ArticleDOI

Chemistry and Biology Of Multicomponent Reactions

TL;DR: This paper presents a new approach to drug design called “combinatorial biosynthesis and drug discovery through nanofiltration”, which combines the efforts of a single investigator with those of a number of other scientists.
Journal ArticleDOI

Multicomponent Reaction Design in the Quest for Molecular Complexity and Diversity

TL;DR: An overview of general strategies that allow the design of novel multicomponent reactions is presented and the challenges and opportunities for the future are discussed.
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