“…nodithioate (127) has been used to generate the benzotriazolylmethyl radical, which was trapped by various olefins [183]. 1-(Trimethylsilylmethyl)benzotriazole (128) has been utilized as a one-carbon synthon in the conversion of alkyl and aryl carboxylic acids into their corresponding homologated acids or esters [184].…”
“…nodithioate (127) has been used to generate the benzotriazolylmethyl radical, which was trapped by various olefins [183]. 1-(Trimethylsilylmethyl)benzotriazole (128) has been utilized as a one-carbon synthon in the conversion of alkyl and aryl carboxylic acids into their corresponding homologated acids or esters [184].…”
“…Either the xanthate group is attached to the heteroaromatic nucleus and used to mediate additions to alkenes or the xanthate is used to perform radical additions directly onto the heteroaromatic ring. The former variant may be illustrated by the side-chain extensions of imidazoles, tetrazoles, benzothiazoles, 16 and benzotriazoles 17 (Scheme 8). In the case of imidazoles, the additions are so far limited to electron poor alkenes.…”
Section: Modification Of Heteroaromatic Ringsmentioning
The degenerate transfer of xanthates allows generally difficult radical transformations, such as intermolecular additions to unactivated alkenes and cyclisations onto aromatic and heteroaromatic rings, to be accomplished under very practical experimental conditions. This translates into numerous approaches for the construction or modification of heteroaromatic structures. The present report aims to provide a brief overview of the various synthetic possibilities, with particular emphasis on medicinally interesting families of compounds.
“…By taking the xanthate moiety from the starting material, radicals 842 are converted to final products 843 with regeneration of radicals 841 allowing repetition of the process ( Scheme 134 ). Maleinimides are also satisfactorily used as radical traps in these reactions <2001H(54)301> . Scheme 134 …”
Section: Reactivity Of Substituents Attached To Ring Nitrogensmentioning
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