53312-92-8Relevant academic research and scientific papers
Formation of N-acetyl-2,3-dihydroindoles by the electrochemical cleavage of the carbon-chlorine bond in N-allyl-2-chloroacetanilides
Dias, Marylene,Gibson, Mandy,Grimshaw, James,Hill, Ian,Trocha-Grimshaw, Jadwiga,Hammerich, Ole
, p. 549 - 554 (2007/10/03)
The electrochemically induced radical cyclization of N-allyl-2-chloroacetanilides to form N-acetyl-2,3-dihydroindoles has been demonstrated where the phenyl ring contains an electron withdrawing substituent such as cyano. Cyclization of N-allyl-2-chloroacetanilide was successful in the presence of (E)-stilbene as electron transfer agent yielding 1-acetyl-3-methyl-2,3-dihydroindole. Indirect electrochemical reduction of N-cinnamyl-2-chloroacetanilide leads mainly to cleavage of the cinnamyl group and only a low yield of N-acetyl-3-benzyl-2,3-dihydroindole was obtained. Acta Chemica Scandinavica 1998.
