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New chemistry with old functional groups: on the reaction of isonitriles with carboxylic acids--a route to various amide types.

ABSTRACT: Thermolysis of isonitriles with carboxylic acids provides, in one step, N-formyl imides (see, for example, 8 + 19 --> 21). The resultant N-formyl group can be converted to N-H, NCH2OH, or NCH3. This chemistry allows for a new route for synthesizing beta-N (asparagine)-linked glycosyl amino acids.

SUBMITTER: Li X

PROVIDER: S-EPMC2580817 | biostudies-literature | 2008 Apr

REPOSITORIES: biostudies-literature

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New chemistry with old functional groups: on the reaction of isonitriles with carboxylic acids--a route to various amide types.

Li Xuechen X Danishefsky Samuel J SJ

Journal of the American Chemical Society 20080328 16

Thermolysis of isonitriles with carboxylic acids provides, in one step, N-formyl imides (see, for example, 8 + 19 --> 21). The resultant N-formyl group can be converted to N-H, NCH2OH, or NCH3. This chemistry allows for a new route for synthesizing beta-N (asparagine)-linked glycosyl amino acids. ...[more]

PMID: 18370392

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