Intermolecular alkyne hydroaminations involving 1,1-disubstituted hydrazines.
[reaction: see text] Two readily prepared catalysts have been developed for the hydroamination of alkynes by 1,1-disubstituted hydrazines. The catalyses are facile with terminal alkynes and some internal alkynes. If the hydrazine bears an aryl group, Fischer cyclization can occur in a one-pot procedure. In addition, reactions with acetylene to produce a plethora of hydrazones are described. Catalytic reactions involving acetylene and substituted hydrazines are complete in less than 2 h at room temperature and 1 atm of pressure.
Department of Chemistry, Michigan State University, East Lansing, Michigan 48824, USA.
Changsheng
C
Cao
Yanhui
Y
Shi
Aaron L
AL
Odom
D000480:Alkynes / Q000737:chemistry; D002384:Catalysis; D003500:Cyclization; D006834:Hydrazines / Q000737:chemistry*; D007211:Indoles / Q000138:chemical synthesis*; D014025:Titanium / Q000737:chemistry
D000480:Alkynes; D006834:Hydrazines; D007211:Indoles; D014025:Titanium