28544-52-7Relevant academic research and scientific papers
Regioselectivity in the 1,3-dipolar cycloaddition of muenchnones with two electrophilic alkynes. Attempt of rationalization.
Texier, F.,Mazari, M.,Yebdri, O.,Tonnard, F.,Carrie, R.
, p. 962 - 967 (2007/10/02)
The 1,3-dipolar cycloaddition reaction of several unsymmetrically substituted muenchnones with methyl propiolate 3a and with methyl 3-phenylpropiolate 3b has been examined.The reaction generally proceeds with formation of mixtures of both possible regioisomeric pyrroles.The dipolarophile 3b is more selective than 3a in accordance with the literature.Sustmann's variation-perturbation theory could not account for the observed regioselectivities, this theory gives correct predictions with alkenes as we have shown recently. 1,3-cycloaddition / muenchnones / pyrroles / regioselectivity
