20863-64-3Relevant academic research and scientific papers
Rearrangement of Dimethyl(furylmethyl)ammonium and Dimethyl(thienylmethyl)ammonium N-Methylides. Isolation and Reaction of Nonaromatic Intermediates
Usami, Takeshi,Shirai, Naohiro,Sato, Yoshiro
, p. 5419 - 5425 (2007/10/02)
3--2-methylene-2,3-dihydrofuran (5o) and 2--3-methylene-2,3-dihydrofuran (12o) and their thiophene analogues 5s and 12s were prepared in high yields by fluoride-ion induced desilylation of N,N-dimethyl-N-(2-furylmethyl)ammonium (3o) and -(3-furylmethyl)ammonium iodides (10o) and their thienylmethyl analogues 3s and 10s.Compound 5s or 12s was successfully converted to 3-(2-thienylmethyl)lithium (23s) or 2-(3-thienylmethyl)lithium (26s), which reacted with aldehydes to give (2-hydroxyalkyl)thiophenes 25s or 27s, respectively.
