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Volumn 348, Issue 7-8, 2006, Pages 846-850

Efficient synthesis of 2-substituted indoles based on palladium(II) acetate/tri-tert-butylphosphine-catalyzed alkynylation/amination of 1,2-dihalobenzenes

Author keywords

1,2 dihalobenzenes; Alkynylation; Amination; Indoles; Palladium; Phosphane ligands

Indexed keywords


EID: 33744810847     PISSN: 16154150     EISSN: 15213897     Source Type: Journal    
DOI: 10.1002/adsc.200606022     Document Type: Article
Times cited : (62)

References (48)
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    • (Eds.: B. M. Trost, I. Fleming), Pergamon, Oxford
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    • Sonogashira, K.1
  • 36
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    • Near the end of our work, Ackermann reported a Pd(0)-catalyzed indole synthesis from o-alkynylhaloarenes and dihaloarenes using highly steric hindered N-heterocyclic carbenes as ligands: a) L. Ackermann, Org. Lett. 2005, 7, 439-442;
    • (2005) Org. Lett. , vol.7 , pp. 439-442
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    • A two-step, one-pot approach consisting of a hydroamination and a subsequent intramolecular palladium-catalyzed amination reaction has also been reported: H. Siebenreicher, I. Bytschkov, S. Doye, Angew. Chem. Int. Ed. 2003, 42, 3042-3044.
    • (2003) Angew. Chem. Int. Ed. , vol.42 , pp. 3042-3044
    • Siebenreicher, H.1    Bytschkov, I.2    Doye, S.3
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    • note
    • [10]). In addition, tri-tert-butylphosphine is cheaper than the sterically hindered 1,3-bis(2,6-diisopropylphenyl)imidazolium chloride: For example, the prices from the 2004-2006 Strem's catalog: tri-tert-phosphine: $ 37.0/g; 1,3-bis(2,6-diisopropylphenyl)imidazolium chloride: $ 58.0/500 mg.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.