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Investigating the bioorthogonality of isocyanides.
Chem Commun (Camb)Isocyanides have been explored as bioorthogonal triggers for uncaging reactions. However, our findings show they can covalently label proteins, indicating they may not be fully bioorthogonal in biological systems.
Nakao R +7 more
europepmc +7 more sources
The Chemistry of Isocyanides, their MultiComponent Reactions and their Libraries
Molecules, 2003 The first century of isocyanide chemistry, which was then still a rather empty part of Organic Chemistry, began in 1859. In 1958 isocyanides became generally available by dehydration the formylamines.
Alexander Domling, Ugi I
exaly +4 more sources
Medicinal Chemistry of Isocyanides [PDF]
Chemical Reviews, 2021 In eons of evolution, isocyanides carved out a niche in the ecological systems probably thanks to their metal coordinating properties. In 1859 the first isocyanide was synthesized by humans and in 1950 the first natural isocyanide was discovered. Now, at the beginning of XXI century, hundreds of isocyanides have been isolated both in prokaryotes and ...
Alberto Massarotti +4 more
openaire +6 more sources
Efficacy of radical reactions of isocyanides with heteroatom radicals in organic synthesis [PDF]
Beilstein Journal of Organic ChemistryIsocyanide is a promising synthetic reagent not only as a one-carbon homologation reagent but also as a nitrogen source for nitrogen-containing molecules.
Akiya Ogawa, Yuki Yamamoto
doaj +2 more sources
Synthesis of pyrrole-fused dibenzoxazepine/dibenzothiazepine/triazolobenzodiazepine derivatives via isocyanide-based multicomponent reactions [PDF]
Beilstein Journal of Organic ChemistryAn efficient and facile synthesis of pyrrole-fused dibenzoxazepine/dibenzothiazepine/triazolobenzodiazepine derivatives was developed through the isocyanide-based multicomponent reaction of isocyanides, gem-diactivated olefins, and cyclic imines such as ...
Marzieh Norouzi +3 more
doaj +2 more sources
N-Halosuccinimide enables cascade oxidative trifluorination and halogenative cyclization of tryptamine-derived isocyanides [PDF]
Nature CommunicationsBoth the pyrroloindoline core and N–CF3 moiety hold significant importance in medicinal chemistry. However, to date, no instances of constructing N–CF3-containing pyrroloindolines have been reported.
Jun-Yunzi Wu +8 more
doaj +2 more sources
Molecules, 2022 A simple, green, and highly efficient protocol for the synthesis of isocyanides is described. The reaction involves dehydration of formamides with phosphorus oxychloride in the presence of triethylamine as solvent at 0 °C.
Sodeeq Aderotimi Salami +2 more
doaj +1 more source
Nature Communications, 2023 Abstract The S N 2 nucleophilic substitution reaction is a vital organic transformation used for drug and natural product synthesis. Nucleophiles like cyanide, oxygen, nitrogen, sulfur, or phosphorous replace halogens or sulfonyl esters, forming new bonds.
Pravin Patil +3 more
openaire +4 more sources
2‐Nitrobenzyl Isocyanide as a Universal Convertible Isocyanide [PDF]
Asian Journal of Organic Chemistry, 2017 Abstract2‐Nitrobenzyl isocyanide is reported as a universal convertible isocyanide with extensive applicability in both Ugi four‐component reaction (Ugi‐4CR) and Ugi‐tetrazole reaction. The cleavage of this isocyanide from 17 examples in both acidic and basic conditions is presented.
Chandgude +3 more
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Efficient Isocyanide-less Isocyanide-Based Multicomponent Reactions [PDF]
Organic Letters, 2015 Isocyanides are the "Jekyll and Hyde" of organic chemistry allowing for extremely interesting transformations that are not only extremely odorous but also noxious. Therefore, an isocyanide-less isocyanide-based multicomponent reaction (IMCR) has been developed, and this protocol is expected to replace many of the old procedures in the future not only ...
Neochoritis +4 more
openaire +3 more sources