283159-40-0Relevant academic research and scientific papers
Isolation of macrocyclic metacyclophanes from the attempted synthesis of [7.0]metacyclophanes of the myricanone series by Thorpe-Ziegler - Intramolecular cyclization of diaryls substituted by ω-cyanoalkyl chains
Dansou, Benedicte,Pichon, Christophe,Dhal, Robert,Brown, Eric,Mille, Stephane
, p. 1527 - 1533 (2000)
The syntheses of the diaryls 14 and 21, substituted by two ω-cyanoalkyl chains (one on each ring), are described. Treatment of the unsymmetrical diaryl 14 with NaN(Me)Ph in a Thorpe-Ziegler reaction failed to give any definite product. Under the same conditions the symmetrical diaryl 21 led to an isomeric mixture of dimeric enaminonitriles 24. Mild acidic hydrolysis of the latter yielded the isomeric β-ketonitriles 25, whereas more drastic hydrolytic conditions led to the macrocyclic diketone 26.
