762243-71-0Relevant academic research and scientific papers
Inexpensive Radical Methylation and Related Alkylations of Heteroarenes
Huang, Qi,Zard, Samir Z.
, p. 1413 - 1416 (2018/03/09)
A simple method for the introduction of a methyl and higher aliphatic group to various heteroarenes using very inexpensive reagents is described. It is based on the radical addition of a carboxylic xanthate followed by decarboxylation. Depending on the heteroarene structure, the decarboxylation can be spontaneous or induced by heating in N,N-dimethylacetamide or N-methyl pyrrolidone in a microwave oven.
Xanthates derived from 1,3-dithiane and its monosulfoxide; one-carbon radical equivalents
De Greef, Michiel,Zard, Samir Z.
, p. 7781 - 7791 (2007/10/03)
The behaviour and synthetic scope of the C-2 centred radicals derived from 1,3-dithiane and 1,3-dithiane 1-oxide have been studied. Both radicals are available from the corresponding xanthates and have proved suitable substrates for the xanthate transfer reaction. However, the synthetic scope of the former is severely limited by the fact that it does not add to unactivated olefins. The latter on the other hand is a more promising radical precursor and undergoes smooth radical addition to a wide range of alkenes. Furthermore, subsequent transformations of some of the radical adducts confirm its utility as a synthetic equivalent of both the methyl and the formyl radical.
