
Journal of the Chemical Society. Perkin transactions I p. 1473 - 1476 (1980)
Update date:2022-08-02
Topics:
Laird, Trevor
Ollis, W. David
Sutherland, Ian O.
Thermal rearrangements of 3-dimethylaminohex-5-en-1-ynes (5) yield biphenyls (6).The mechanism of the transformation (5) -> (6) involves a sequence of (i) a <3,3> sigmatropic rearrangement, (ii) a <1,3> hydrogen shift, (iii) an electrocyclic reaction, and (iv) elimination of dimethylamine (Scheme 2).
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