
TY  - JOUR
A1  - Pich, KC 
A1  - Bishop, R 
A1  - Craig, DC 
A1  - Scudder, ML 
T1  - Ritter Reactions. IX. Transannular Addition of Nitriles to the 5H-Dibenzo[a,d]cycloheptene Ring System
JF  - Australian Journal of Chemistry
JO  - Aust. J. Chem.
Y1  - 1994
VL  - 47
IS  - 5
SP  - 837
EP  - 851
KW  - 
UR  - https://doi.org/10.1071/CH9940837 
N2  - The 5H-dibenzo[a,d]cyclohepten-5-ols (1a-e) undergo sequential intramolecular and conventional Ritter reactions with acetonitrile to afford the {5,10-(nitrilometheno)-5H-dibenzo[a,d]cyclohepten-11-yl}acetamides (6a-e). Typical yields for these one-flask conversions are 52-64%, except for the reaction of (1a) where production of the dimeric substance (4a) is favoured. Alcohol (1a) can provide either type of product in good yield, depending on the conditions employed, when reacted with benzonitrile. The molecular skeleton present in the adducts (6) has been confirmed by determination of the crystal structure of (6c) [C25H22N2O, P&#299;, a 9.188(3), b 14.632(5), c 16.563(9) &#506;, &#945; 115.64(2), &#946; 90.92(2), &#947; 96.29(2)&#176;, Z 4, R 0.043]. 
ER  -

