A Facile Access to N-Sulfonylimidates and Their Synthetic Utility for the Transformation to Amidines and Amides
SCIE
SCOPUS
- Title
- A Facile Access to N-Sulfonylimidates and Their Synthetic Utility for the Transformation to Amidines and Amides
- Authors
- Yoo, EJ; Bae, I; Cho, SH; Han, H; Chang, S
- Date Issued
- 2006-03-30
- Publisher
- American Chemical Society
- Abstract
- It is shown that N-sulfonylimidates can be efficiently prepared by a three-component coupling of terminal alkynes, sulfonyl azides, and alcohols with use of a copper catalyst and an amine base. The reaction is characterized by mild conditions, high selectivity, and tolerance with various functional groups. Facile transformation of imidates to amidines was also achieved by sodium cyanide. Additionally, a protocol for the extremely efficient Pd-catalyzed [3,3]-sigmatropic rearrangement of allylic sulfonimidates to N-allylic sulfonamides has been developed.
- Keywords
- ORGANIC-SYNTHESIS; TERMINAL ALKYNES; AZIDE; REARRANGEMENT; CHEMISTRY; ALCOHOL; AMINES
- URI
- https://oasis.postech.ac.kr/handle/2014.oak/14450
- DOI
- 10.1021/OL060056J
- ISSN
- 1523-7060
- Article Type
- Article
- Citation
- ORGANIC LETTERS, vol. 8, no. 7, page. 1347 - 1350, 2006-03-30
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- There are no files associated with this item.
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