Facile and efficient synthesis of indazole derivatives by 1,3-cycloaddition of arynes with diazo compounds and azomethine imides

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Title:Facile and efficient synthesis of indazole derivatives by 1,3-cycloaddition of arynes with diazo compounds and azomethine imides
Creators:
Jin, Tienan
Yang, Fan
Yamamoto, Yoshinori
Journal or Publication Title:
Collection of Czechoslovak Chemical Communications, 74, 6, pp. 957-972
Uncontrolled Keywords:1,3-Dipolar cycloaddition, Arynes, Indazoles, [3+2] Cycloaddition, Azomethine imides, Diazo compounds

Abstract

<i>N</i>-Unsubstituted indazoles <b>3</b> and 1-arylindazoles <b>4</b> are readily available in good to high yields through [3+2] cycloaddition of 2-(trimethylsilyl)aryl triflates <b>1</b> and diazo compounds in the presence of KF or CsF under mild reaction conditions. Furthermore, we found that azomethine imides also underwent cycloaddition reaction with 2-(trimethylsilyl)phenyl triflates (<b>1a</b>) in the presence of KF to afford indazolone derivatives <b>6</b> in moderate yields.

Title:Facile and efficient synthesis of indazole derivatives by 1,3-cycloaddition of arynes with diazo compounds and azomethine imides
Creators:
Jin, Tienan
Yang, Fan
Yamamoto, Yoshinori
Uncontrolled Keywords:1,3-Dipolar cycloaddition, Arynes, Indazoles, [3+2] Cycloaddition, Azomethine imides, Diazo compounds
Divisions:Life and Chemical Sciences > Institute of Organic Chemistry and Biochemistry > Collection of Czechoslovak Chemical Communications
Journal or Publication Title:Collection of Czechoslovak Chemical Communications
Volume:74
Number:6
Page Range:pp. 957-972
ISSN:0010-0765
E-ISSN:1212-6950
Publisher:Institute of Organic Chemistry and Biochemistry
Related URLs:
URLURL Type
http://dx.doi.org/10.1135/cccc2009014UNSPECIFIED
ID Code:4432
Item Type:Article
Deposited On:30 Jun 2009 16:11
Last Modified:30 Jun 2009 14:11

Citation

Jin, Tienan; Yang, Fan; Yamamoto, Yoshinori (2009) Facile and efficient synthesis of indazole derivatives by 1,3-cycloaddition of arynes with diazo compounds and azomethine imides. Collection of Czechoslovak Chemical Communications, 74 (6). pp. 957-972. ISSN 0010-0765

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