doi: 10.1021/ol8027187.
Efficient method for the synthesis of 2,3-unsubstituted nitro containing indoles from o-fluoronitrobenzenes
Affiliations
- PMID: 19108672
- DOI: 10.1021/ol8027187
Item in Clipboard
Efficient method for the synthesis of 2,3-unsubstituted nitro containing indoles from o-fluoronitrobenzenes
Org Lett.
.
Abstract
A methodology was developed for the efficient synthesis of 2,3-unsubstituted nitro containing indoles via acid catalyzed intramolecular electrophilic cyclization. Subsequent reduction of nitro groups allows the construction of some indole fused heterocycles and indole quinone diimines. This strategy provides an efficient method for the preparation of biologically and medicinally interesting molecules.
Similar articles
-
Efficient synthesis of the indoloazocine framework via intramolecular alkyne carbocyclization.Org Lett. 2009 Aug 20;11(16):3618-21. doi: 10.1021/ol901356h. Org Lett. 2009. PMID: 19610606
-
Cationic Pd(II)-catalyzed tandem reaction of 2-arylethynylanilines and aldehydes: an efficient synthesis of substituted 3-hydroxymethyl indoles.Org Lett. 2010 Aug 6;12(15):3336-9. doi: 10.1021/ol1011086. Org Lett. 2010. PMID: 20670002
-
Indolynes as electrophilic indole surrogates: fundamental reactivity and synthetic applications.Org Lett. 2009 Feb 19;11(4):1007-10. doi: 10.1021/ol802958a. Org Lett. 2009. PMID: 19178159
-
Practical methodologies for the synthesis of indoles.Chem Rev. 2006 Jul;106(7):2875-911. doi: 10.1021/cr0505270. Chem Rev. 2006. PMID: 16836303 Review. No abstract available.
-
Solid phase synthesis of biologically important indoles.Curr Med Chem. 2009;16(20):2531-65. doi: 10.2174/092986709788682010. Curr Med Chem. 2009. PMID: 19601797 Review.
Cited by
-
Replacement of a Naphthalene Scaffold in Kelch-like ECH-Associated Protein 1 (KEAP1)/Nuclear Factor (Erythroid-derived 2)-like 2 (NRF2) Inhibitors.J Med Chem. 2018 Sep 13;61(17):8029-8047. doi: 10.1021/acs.jmedchem.8b01133. Epub 2018 Aug 31. J Med Chem. 2018. PMID: 30122040 Free PMC article.
-
Indole synthesis: a review and proposed classification.Tetrahedron. 2011 Sep 23;67(38):7195-7210. doi: 10.1016/j.tet.2011.06.040. Tetrahedron. 2011. PMID: 25484459 Free PMC article. No abstract available.
Publication types
MeSH terms
Substances
LinkOut - more resources
Full Text Sources
