737767-27-0Relevant articles and documents
Theoretical and experimental study on the in-plane SN2-type substitution reaction of haloalkenes with inversion of configuration at the sp2 carbon
Ando, Kaori,Kitamura, Mitsuru,Miura, Kasei,Narasaka, Koichi
, p. 2461 - 2463 (2007/10/03)
(Equation Presented) The intramolecular in-plane SN2 type reaction of haloalkene E-8a was predicted to be a facile process for the first time by DFT calculations (B3LYP/6-31+G(d),SCRF(dipole, solvent = DMF)) (ΔG = 14.4 kcal/mol). The prediction was confirmed experimentally. When E-8a was treated with NaH in DMF, benzofuran was obtained in 95% yield. On the other hand, Z-8a was recovered quantitatively even after heating at 110 °C.