Regioselective Preparation of 3‐Alkoxy‐4,5‐difluoroanilines by S N Ar | Zendy

Van Brandt Sven | Zendy; Rombouts Frederik J. R. | Zendy; MartínezLamenca Carolina | Zendy; Leenaerts Jos | Zendy; Rauws Tom R. M. | Zendy; Trabanco Andrés A. | Zendy

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Regioselective Preparation of 3‐Alkoxy‐4,5‐difluoroanilines by S N Ar

Author(s) -

Van Brandt Sven,

Rombouts Frederik J. R.,

MartínezLamenca Carolina,

Leenaerts Jos,

Rauws Tom R. M.,

Trabanco Andrés A.

Publication year - 2012

Publication title -

european journal of organic chemistry

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.825

H-Index - 155

eISSN - 1099-0690

pISSN - 1434-193X

DOI - 10.1002/ejoc.201201228

Subject(s) - chemistry , regioselectivity , electrophile , nucleophile , alkoxy group , toluene , catalysis , base (topology) , organic chemistry , combinatorial chemistry , alkyl , mathematical analysis , mathematics

A simple and scalable procedure to introduce alcohols selectively at the 3‐position of 3,4,5‐trifluoroaniline is described. The procedure uses powdered NaOH as base and catalytic 15‐crown‐5 in refluxing toluene with a Dean–Stark trap. A short exploration of other nucleophiles and fluoroaryl electrophiles is also described.

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