Tags

Type your tag names separated by a space and hit enter

Synthesis of 3-acyl-2-arylindole via palladium-catalyzed isocyanide insertion and oxypalladation of alkyne.
Org Lett. 2013 Jul 19; 15(14):3754-7.OL

Abstract

The synthesis of 3-acyl-2-arylindole derivatives was performed through palladium-catalyzed isocyanide insertion and oxypalladation of an alkyne. As a result of the introduction of internal nucleophiles, domino cyclization was also achieved for the synthesis of several tetracyclic indole derivatives. Imidoylpalladium generated by isocyanide insertion is a key intermediate in these reactions.

Links

Publisher Full Text (DOI)

Authors+Show Affiliations

Nanjo T
Graduate School of Pharmaceutical Sciences, Kyoto University, Yoshida, Kyoto 606-8501, Japan.
Yamamoto S
No affiliation info available
Tsukano C
No affiliation info available
Takemoto Y
No affiliation info available

MeSH

AlkynesCatalysisCyclizationIndolesMolecular StructurePalladiumPolycyclic Aromatic Hydrocarbons

Pub Type(s)

Journal Article
Research Support, Non-U.S. Gov't

Language

eng

PubMed ID

23822877

Citation

Nanjo, Takeshi, et al. "Synthesis of 3-acyl-2-arylindole Via Palladium-catalyzed Isocyanide Insertion and Oxypalladation of Alkyne." Organic Letters, vol. 15, no. 14, 2013, pp. 3754-7.
Nanjo T, Yamamoto S, Tsukano C, et al. Synthesis of 3-acyl-2-arylindole via palladium-catalyzed isocyanide insertion and oxypalladation of alkyne. Org Lett. 2013;15(14):3754-7.
Nanjo, T., Yamamoto, S., Tsukano, C., & Takemoto, Y. (2013). Synthesis of 3-acyl-2-arylindole via palladium-catalyzed isocyanide insertion and oxypalladation of alkyne. Organic Letters, 15(14), 3754-7. https://doi.org/10.1021/ol4016699
Nanjo T, et al. Synthesis of 3-acyl-2-arylindole Via Palladium-catalyzed Isocyanide Insertion and Oxypalladation of Alkyne. Org Lett. 2013 Jul 19;15(14):3754-7. PubMed PMID: 23822877.
* Article titles in AMA citation format should be in sentence-case
TY - JOUR T1 - Synthesis of 3-acyl-2-arylindole via palladium-catalyzed isocyanide insertion and oxypalladation of alkyne. AU - Nanjo,Takeshi, AU - Yamamoto,Sho, AU - Tsukano,Chihiro, AU - Takemoto,Yoshiji, Y1 - 2013/07/03/ PY - 2013/7/5/entrez PY - 2013/7/5/pubmed PY - 2014/2/4/medline SP - 3754 EP - 7 JF - Organic letters JO - Org Lett VL - 15 IS - 14 N2 - The synthesis of 3-acyl-2-arylindole derivatives was performed through palladium-catalyzed isocyanide insertion and oxypalladation of an alkyne. As a result of the introduction of internal nucleophiles, domino cyclization was also achieved for the synthesis of several tetracyclic indole derivatives. Imidoylpalladium generated by isocyanide insertion is a key intermediate in these reactions. SN - 1523-7052 UR - https://www.unboundmedicine.com/medline/citation/23822877/Synthesis_of_3_acyl_2_arylindole_via_palladium_catalyzed_isocyanide_insertion_and_oxypalladation_of_alkyne_ L2 - https://doi.org/10.1021/ol4016699 DB - PRIME DP - Unbound Medicine ER -