5182-43-4Relevant articles and documents
Ketone-catalyzed photochemical C(sp3)–H chlorination
Han, Lei,Xia, Ji-Bao,You, Lin,Chen, Chuo
, p. 3696 - 3701 (2017/06/13)
Photoexcited arylketones catalyze the direct chlorination of C(sp3)–H groups by N- chlorosuccinimide. Acetophenone is the most effective catalyst for functionalization of unactivated C–H groups while benzophenone provides better yields for benzylic C–H functionalization. Activation of both acetophenone and benzophenone can be achieved by irradiation with a household compact fluorescent lamp. This light-dependent reaction provides a better control of the reaction as compared to the traditional chlorination methods that proceed through a free radical chain propagation mechanism.
REACTION OF DICHLOROCARBENE WITH SPIROHEPTA-4,6-DIENE
Molchanov, A. P.,Vorob'eva, I. S.,Koroleva, L. B.,Kostikov, R. R.
, p. 2186 - 2189 (2007/10/02)
Dichlorocarbene adds to spirohept-4,6-diene with the formation of 6,6-dichlorospiro(bicyclohex-2-ene-4,1'-cyclopropane).When heated the latter undergoes isomerization to 3-(2-chloroethyl)chlorobenzene, and in the presence of nucleophiles (alcohols, amines) it is converted into 3-(2-alkoxyethyl)chlorobenzenes and N-substituted 3-(2-aminoethyl)chlorobenzenes respectively.