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Cp*CoIII-Catalyzed C(7)-H Bond Annulation of Indolines with Alkynes.
J Org Chem. 2021 07 16; 86(14):9407-9417.JO

Abstract

An efficient protocol for the synthesis of biologically essential pyrroloquinolinones has been developed under Cp*CoIII catalysis, which involves a cascade reaction of C(7)-H alkenylation with alkynes followed by nucleophilic addition. A wide variety of internal alkynes including enyne, diyne, and ynamide and more challenging terminal alkynes were successfully employed for the annulation in good to excellent yield with high regioselectivity.

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Publisher Full Text (DOI)

Authors+Show Affiliations

Mandal R
Fine Chemical Laboratory, Department of Chemistry, Indian Institute of Technology Kanpur, Kanpur, Uttar Pradesh, India 208016.
Garai B
Fine Chemical Laboratory, Department of Chemistry, Indian Institute of Technology Kanpur, Kanpur, Uttar Pradesh, India 208016.
Sundararaju B
Fine Chemical Laboratory, Department of Chemistry, Indian Institute of Technology Kanpur, Kanpur, Uttar Pradesh, India 208016.

MeSH

AlkynesCatalysisIndolesRhodium

Pub Type(s)

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

Language

eng

PubMed ID

34213334

Citation

Mandal, Rajib, et al. "Cp*CoIII-Catalyzed C(7)-H Bond Annulation of Indolines With Alkynes." The Journal of Organic Chemistry, vol. 86, no. 14, 2021, pp. 9407-9417.
Mandal R, Garai B, Sundararaju B. Cp*CoIII-Catalyzed C(7)-H Bond Annulation of Indolines with Alkynes. J Org Chem. 2021;86(14):9407-9417.
Mandal, R., Garai, B., & Sundararaju, B. (2021). Cp*CoIII-Catalyzed C(7)-H Bond Annulation of Indolines with Alkynes. The Journal of Organic Chemistry, 86(14), 9407-9417. https://doi.org/10.1021/acs.joc.1c00713
Mandal R, Garai B, Sundararaju B. Cp*CoIII-Catalyzed C(7)-H Bond Annulation of Indolines With Alkynes. J Org Chem. 2021 07 16;86(14):9407-9417. PubMed PMID: 34213334.
* Article titles in AMA citation format should be in sentence-case
TY - JOUR T1 - Cp*CoIII-Catalyzed C(7)-H Bond Annulation of Indolines with Alkynes. AU - Mandal,Rajib, AU - Garai,Bholanath, AU - Sundararaju,Basker, Y1 - 2021/07/02/ PY - 2021/7/3/pubmed PY - 2021/8/7/medline PY - 2021/7/2/entrez SP - 9407 EP - 9417 JF - The Journal of organic chemistry JO - J Org Chem VL - 86 IS - 14 N2 - An efficient protocol for the synthesis of biologically essential pyrroloquinolinones has been developed under Cp*CoIII catalysis, which involves a cascade reaction of C(7)-H alkenylation with alkynes followed by nucleophilic addition. A wide variety of internal alkynes including enyne, diyne, and ynamide and more challenging terminal alkynes were successfully employed for the annulation in good to excellent yield with high regioselectivity. SN - 1520-6904 UR - https://www.unboundmedicine.com/medline/citation/34213334/Cp_CoIII_Catalyzed_C_7__H_Bond_Annulation_of_Indolines_with_Alkynes_ L2 - https://doi.org/10.1021/acs.joc.1c00713 DB - PRIME DP - Unbound Medicine ER -