Copper-catalyzed intramolecular N-vinylation of sulfonamides: general and efficient synthesis of heterocyclic enamines and macrolactams.
With the catalysis of CuI/N,N'-dimethylethylenediamine, intramolecular C-N coupling between sulfonamides and vinyl halides was successfully implemented, leading to the efficient synthesis of 5-, 6-, 7-, and even 8-membered heterocyclic enamines in both exo and endo modes. The bicyclic enamines thus formed provided a convenient entry to the corresponding 9- to 12-membered lactams by oxidative C=C bond cleavage.
Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 354 Fenglin Road, Shanghai 200032, People's Republic of China.
Hongjian
H
Lu
Xinting
X
Yuan
Shana
S
Zhu
Changhui
C
Sun
Chaozhong
C
Li