76782-96-2Relevant articles and documents
4-Alkyl-, 4-Aryl-λ3-arsenines and 4-Alkyl-, 4-Aryl-2-benzyl-λ3-arsenines by 4-Methoxy-1,4-dihydroarsenine-Arsenine Rearrangement
Maerkl, Gottfried,Liebl, Rainer
, p. 2095 - 2125 (2007/10/02)
The (1Z,4Z)-1,5-dilithio-(3R)-3-methoxy-1,4-pentadienes (R=alkyl,aryl) react with tert-butyl(dichloro)arsine to give the E/Z-isomeric 1-tert-butyl-(4R)-4-methoxy-1,4-dihydroarsenines, which undergo H+-catalyzed aromatization to the 4R-arsenines.The 1H-NMR-, 13C-NMR- and mass spectra of the 1,4-dihydroarsenines and arsenines are discussed.The 1-(dimethylamino)-(4R)-4-methoxy-1,4-dihydroarsenines are transformed by reaction with hydrochloric acid - depending on the nature of R - into the 1-chloro-(4R)-4-methoxy-1,4-dihydroarsenines or 2-chloro-(4R)-arsenines (R=C6H5). 1-Benzyl-(4R)-4-methoxy-1,4- dihydroarsenine undergoes 1,4-dihydroarsenine-arsenine rearrangement to 2-benzyl-(4R)-arsenine on reaction with BF3-etherate.