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Synthesis of 3-iodoindoles by electrophilic cyclization of N,N-dialkyl-2-(1-alkynyl)anilines.
Org Lett. 2004 Mar 18; 6(6):1037-40.OL

Abstract

[reaction: see text] A wide variety of N-alkyl-3-iodoindoles are readily prepared under very mild reaction conditions by the palladium/copper-catalyzed cross-coupling of N,N-dialkyl-o-iodoanilines and terminal alkynes, followed by electrophilic cyclization by I(2)(). Alkyl-, aryl-, and vinylic-substituted alkynes all undergo iodocyclization in excellent yields.

Authors+Show Affiliations

Department of Chemistry, Iowa State University, Ames, Iowa 50011, USA.No affiliation info available

Pub Type(s)

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

Language

eng

PubMed ID

15012094

Citation

Yue, Dawei, and Richard C. Larock. "Synthesis of 3-iodoindoles By Electrophilic Cyclization of N,N-dialkyl-2-(1-alkynyl)anilines." Organic Letters, vol. 6, no. 6, 2004, pp. 1037-40.
Yue D, Larock RC. Synthesis of 3-iodoindoles by electrophilic cyclization of N,N-dialkyl-2-(1-alkynyl)anilines. Org Lett. 2004;6(6):1037-40.
Yue, D., & Larock, R. C. (2004). Synthesis of 3-iodoindoles by electrophilic cyclization of N,N-dialkyl-2-(1-alkynyl)anilines. Organic Letters, 6(6), 1037-40.
Yue D, Larock RC. Synthesis of 3-iodoindoles By Electrophilic Cyclization of N,N-dialkyl-2-(1-alkynyl)anilines. Org Lett. 2004 Mar 18;6(6):1037-40. PubMed PMID: 15012094.
* Article titles in AMA citation format should be in sentence-case
TY - JOUR T1 - Synthesis of 3-iodoindoles by electrophilic cyclization of N,N-dialkyl-2-(1-alkynyl)anilines. AU - Yue,Dawei, AU - Larock,Richard C, PY - 2004/3/12/pubmed PY - 2004/12/16/medline PY - 2004/3/12/entrez SP - 1037 EP - 40 JF - Organic letters JO - Org Lett VL - 6 IS - 6 N2 - [reaction: see text] A wide variety of N-alkyl-3-iodoindoles are readily prepared under very mild reaction conditions by the palladium/copper-catalyzed cross-coupling of N,N-dialkyl-o-iodoanilines and terminal alkynes, followed by electrophilic cyclization by I(2)(). Alkyl-, aryl-, and vinylic-substituted alkynes all undergo iodocyclization in excellent yields. SN - 1523-7060 UR - https://www.unboundmedicine.com/medline/citation/15012094/Synthesis_of_3_iodoindoles_by_electrophilic_cyclization_of_NN_dialkyl_2__1_alkynyl_anilines_ DB - PRIME DP - Unbound Medicine ER -