期刊
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
卷 56, 期 39, 页码 11906-11910出版社
WILEY-V C H VERLAG GMBH
DOI: 10.1002/anie.201705107
关键词
alkynylation; homologation; iron catalysis; nickel catalysis; redox-active esters
资金
- NIH [GM-118176, F32GM117816]
- Bristol-Myers Squibb
- Department of Defense (NDSEG fellowship)
- Arnold and Mabel Beckman Foundation
The development of a new decarboxylative cross-coupling method that affords terminal and substituted alkynes from various carboxylic acids is described using both nickel- and iron-based catalysts. The use of N-hydroxytetrachlorophthalimide (TCNHPI) esters is crucial to the success of the transformation, and the reaction is amenable to insitu carboxylic acid activation. Additionally, an inexpensive, commercially available alkyne source is employed in this formal homologation process that serves as a surrogate for other well-established alkyne syntheses. The reaction is operationally simple and broad in scope while providing succinct and scalable avenues to previously reported synthetic intermediates.
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