A cascade reaction of indolyl-migratory isocyanide insertion, scaffold rearrangement and redox-neutral event with isocyanide as a C(sp3)H-N synthon efficiently constructs indolylisoindolinones

Herein, we report a Pd(0)-catalyzed cascade reaction of intramolecular indolyl isocyanide-insertion, isocyanide-initiated scaffold-rearrangement with indolyl migration and redox-neutral process, which affords an efficient access to indolylisoindolinones. Isocyanide as a C(sp3)H-N synthon and the alk...

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Published inChemical communications (Cambridge, England) Vol. 58; no. 84; pp. 11827 - 11830
Main Authors Sisodiya, Shailendra, Acharya, Ayan, Nagpure, Mithilesh, Roy, Nibedita, Giri, Santosh K., Yadav, Hare Ram, Choudhury, Angshuman R., Guchhait, Sankar K.
Format Journal Article
LanguageEnglish
Published CAMBRIDGE Royal Soc Chemistry 20.10.2022
Royal Society of Chemistry
Subjects
Cascade chemical reactions
Chemistry
Chemistry, Multidisciplinary
Insertion
Physical Sciences
Scaffolds
Science & Technology
ISOINDOLINONES
MULTICOMPONENT REACTIONS
AMINATION
ISONITRILES
INHIBITORS
DERIVATIVES
CYCLIZATION
ACCESS
AMIDES
WATER
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Summary:Herein, we report a Pd(0)-catalyzed cascade reaction of intramolecular indolyl isocyanide-insertion, isocyanide-initiated scaffold-rearrangement with indolyl migration and redox-neutral process, which affords an efficient access to indolylisoindolinones. Isocyanide as a C(sp3)H-N synthon and the alkyl motif of isocyanide as a hydride source have been explored for the first time.
Bibliography:ObjectType-Article-1
SourceType-Scholarly Journals-1
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ISSN:1359-7345
1364-548X
DOI:10.1039/d2cc04273h