A general method for acylation of ndoles at the 3-position with Acyl chlorides in the presence of dialkylaluminum chloride

Organic Letters

Volumn 2, Issue 10, 2000, Pages 1485-1487

  Okauchi, Tatsuo ^a   Itonaga, Masaaki ^a   Minami, Toru ^a   Takashi, Owa ^b   Kitoh, Kyosuke ^b   Yoshino, Hiroshi ^b  

^a KYUSHU INSTITUTE OF TECHNOLOGY   (Japan)

^b EISAI CO LTD   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

ALKANE; ALUMINUM; CHLORIDE; DYES, REAGENTS, INDICATORS, MARKERS AND BUFFERS; INDOLE DERIVATIVE; ORGANOMETALLIC COMPOUND;

ACYLATION; ARTICLE; CHEMICAL STRUCTURE; CHEMISTRY; CONFORMATION; DRUG DESIGN; SYNTHESIS;

ACYLATION; ALKANES; ALUMINUM; CHLORIDES; DRUG DESIGN; INDICATORS AND REAGENTS; INDOLES; MODELS, MOLECULAR; MOLECULAR CONFORMATION; MOLECULAR STRUCTURE; ORGANOMETALLIC COMPOUNDS;

EID: 0034682140     PISSN: 15237060     EISSN: None     Source Type: Journal    
DOI: 10.1021/ol005841p     Document Type: Article

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28. 2 solution (2 mL) of acetyl chloride (2a) (54 mg, 0.69 mmol) at 0 °C. The resulting solution was stirred at 0 °C for 2 h, and pH 7 aqueous buffer was added to quench the reaction. After usual workup, the crude product was purified by TLC on silica gel to give 3-acetylindole (3a) (63 mg, 86% yield).