The reaction of selenoamides with organolithiumreagents proceeds in a carbophilic manner, and more interestingly, the presence of excess lithium reagents causes a novel deselenation reaction from the carbophilic adducts.
Generation and Reactivity of α-Amino-Substituted Arylmethyllithium Organometallics
作者:Ugo Azzena、Luciano Pilo、Elisabetta Piras
DOI:10.1016/s0040-4020(00)00303-3
日期:2000.6
Reductive cleavage of open chain and cyclic α-N,N-dialkylamino-substituted benzyl alkyl ethers 1a–f with a dispersion of Li metal and a catalytic amount of naphthalene in THF, allowed easy access to a wide array of α-N,N-dialkylamino-substituted benzyllithium derivatives. Reaction of these organometallics with various electrophiles afforded the expected products in satisfactory yields.
Mixed Aliphatic Organozinc Reagents as Nonstabilized C<sub>sp<sup>3</sup></sub>-Nucleophiles in the Multicomponent Mannich Reaction
作者:Marine Pinaud、Erwan Le Gall、Marc Presset
DOI:10.1021/acs.joc.1c02996
日期:2022.4.1
use of mixed aliphatic organozinc reagents in the multicomponent Mannich reaction is described. A large variety of primary, secondary, and tertiary organozinc reagents, secondary amines and aromatic or aliphatic aldehydes could be used for the straightforward preparation of densely substituted amines. The three-component reaction could additionally be performed starting from alkyl halides under reductive