
TY  - JOUR
A1  - Latif, N 
A1  - Mishriky, N 
A1  - Hammad, M 
T1  - Cyano esters and malononitriles. V. Cyano(fluorenyl)acetic esters, hydroxy nitriles and benzimidazolylacetonitriles
JF  - Australian Journal of Chemistry
JO  - Aust. J. Chem.
Y1  - 1977
VL  - 30
IS  - 10
SP  - 2263
EP  - 2269
KW  - 
UR  - https://doi.org/10.1071/CH9772263 
N2  - In contrast to the analogous ylidenemalononitriles, it is found that xanthen-, thioxanthen- and fluoren-9-ylidene cyanoacetates react with organomagnesium halides to give 1,4-adducts regardless of the nature of the Grignard reagent and its steric requirements. Apparently the reaction proceeds through the intermediate formation of a cyclic transition state of lower energy in the case of cyano esters than in the case of malononitriles.     The fluorenyl cyano esters (2b-e,g) react with o-phenylenediamine at 240° affording the benz-imidazolyl(fluorenyl)acetonitriles (10a-e), whereas, at lower temperature, the intermediate cyano anilides (11a-e) are obtained which cyclize readily to the corresponding benzimidazoles. 
ER  -

