Friedel−Crafts Arylation Reactions of N-Sulfonyl Aldimines or Sulfonamidesulfones with Electron-Rich Arenes Catalyzed by FeCl3·6H2O: Synthesis of Triarylmethanes and Bis-heteroarylarylmethanes
摘要:
The FeCl3 center dot 6H(2)O-catalyzed Friedel-Crafts arylation reactions of N-sulfonyl aldimines or sulfonamidesulfones with electron-rich arenes and heteroarenes, which lead to the formation of triarylmethanes and bis-heteroarylarylmethanes, are developed. The use of mild reaction conditions, low catalytic loading, high yield, and single step synthesis are the advantages of the present procedure.
A rapid, highly efficient, and general protocol for the synthesis of functionalized triarylmethanes: a straightforward access for the synthesis of (−)-tatarinoid C
作者:B. Madhu Babu、Pramod B. Thakur、N. Nageswara Rao、G. Santosh Kumar、H.M. Meshram
DOI:10.1016/j.tetlet.2014.01.107
日期:2014.3
functionalized triarylmethane is described by the Friedel–Crafts alkylation of methoxybenzenes with a variety of aldehydes in the presence of BF3·OEt2. The generality of the method is demonstrated by screening a variety of di- or tri-substituted arenes as well as substituted aromatic, heteroaromatic, and aliphatic aldehydes. (−)-Tatarinoid C is synthesized in a single step following the same protocol.
Friedel−Crafts Arylation Reactions of <i>N</i>-Sulfonyl Aldimines or Sulfonamidesulfones with Electron-Rich Arenes Catalyzed by FeCl<sub>3</sub>·6H<sub>2</sub>O: Synthesis of Triarylmethanes and Bis-heteroarylarylmethanes
作者:Ponnaboina Thirupathi、Sung Soo Kim
DOI:10.1021/jo1010137
日期:2010.8.6
The FeCl3 center dot 6H(2)O-catalyzed Friedel-Crafts arylation reactions of N-sulfonyl aldimines or sulfonamidesulfones with electron-rich arenes and heteroarenes, which lead to the formation of triarylmethanes and bis-heteroarylarylmethanes, are developed. The use of mild reaction conditions, low catalytic loading, high yield, and single step synthesis are the advantages of the present procedure.
RUTHENIUM PORPHYRIN CATALYZED FRIEDEL–CRAFTS TYPE REACTION OF ARENES WITH IMINES
Cationic ruthenium porphyrin complex was found to be an efficient catalyst for the Friedel-Crafts type reaction of arenes with imines. The use of a structurally rigid tetradentate porphyrin as the equatorial ligand and weakly coordinating axial ligand is the key to bring out the catalytic reactivity of ruthenium for the reaction.