
TY  - JOUR
A1  - Wailer, PC 
T1  - The condensation of acetylenes with deoxyanisoin
JF  - Australian Journal of Chemistry
JO  - Aust. J. Chem.
Y1  - 1956
VL  - 9
IS  - 3
SP  - 373
EP  - 381
KW  - 
UR  - https://doi.org/10.1071/CH9560373 
N2  - Although deoxyanisoin underwent fission on attempted reaction with sodium or lithium acetylide in liquid ammonia, it condensed normally with 1-hexyne and propyne via the Grignard reagent, the intermediate aoetylenic carbinols dehydrating on distillation. The reaction of acetylenedimagnesium bromide and deoxyanisoin at room temperature afforded the stable 1,2-di-(p-methoxyphenyl)but-3-yn-2-ol, whereas the same reagents under more vigorous conditions resulted in cyclization to 2-methoxy-6-p-methoxyphenylnaphthalene, synthesized from anisil or deoxyanisoin by a Reformatsky reaction via the tetralone. 
ER  -

