Transition-metal-free intramolecular double hydrofunctionalization of alkyne to access 6/7/5-fused heterocyclic skeletons.


Journal

Chemical communications (Cambridge, England)
ISSN: 1364-548X
Titre abrégé: Chem Commun (Camb)
Pays: England
ID NLM: 9610838

Informations de publication

Date de publication:
14 Feb 2024
Historique:
medline: 14 2 2024
pubmed: 14 2 2024
entrez: 14 2 2024
Statut: aheadofprint

Résumé

We describe a novel intramolecular double hydrofunctionalization cyclization of alkyne with nitrogen and oxygen nucleophilic groups to construct valuable 6/7/5-fused heterocyclic products. This post-Groebke-Blackburn-Bienaymé (GBB) reaction introduces a new class of functionalized isocyanides. Transition-metal-free cyclization, broad substrate scope, and high atom economy were some features of the present protocol.

Identifiants

pubmed: 38351677
doi: 10.1039/d3cc05724k
doi:

Types de publication

Journal Article

Langues

eng

Sous-ensembles de citation

IM

Auteurs

Kimia Aghaie (K)

Peptide Chemistry Research Institute, K. N. Toosi University of Technology, P. O. Box 15875-4416, Tehran, Iran. Balalaie@kntu.ac.ir.

Kamran Amiri (K)

Peptide Chemistry Research Institute, K. N. Toosi University of Technology, P. O. Box 15875-4416, Tehran, Iran. Balalaie@kntu.ac.ir.

Mohammad Rezaei-Gohar (M)

Peptide Chemistry Research Institute, K. N. Toosi University of Technology, P. O. Box 15875-4416, Tehran, Iran. Balalaie@kntu.ac.ir.

Frank Rominger (F)

Organisch-Chemisches Institut der Universität Heidelberg, Im Neuenheimer Feld 271, Heidelberg D-69120, Germany.

Dmitry Dar'in (D)

Saint Petersburg State University, Saint Petersburg 199034, Russian Federation.

Alexander Sapegin (A)

Saint Petersburg State University, Saint Petersburg 199034, Russian Federation.

Saeed Balalaie (S)

Peptide Chemistry Research Institute, K. N. Toosi University of Technology, P. O. Box 15875-4416, Tehran, Iran. Balalaie@kntu.ac.ir.

Classifications MeSH