4.8 Article

Rhodium(II)-Catalyzed Formal [3+2] Cycloaddition of N-Sulfonyl-1,2,3-triazoles with Isoxazoles: Entry to Polysubstituted 3-Aminopyrroles

Journal

ORGANIC LETTERS
Volume 17, Issue 21, Pages 5224-5227

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.5b02570

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Funding

  1. National Science Foundation of China [21272133, 21202077]
  2. Beijing Natural Science Foundation [2132037]
  3. Liaoning Excellent Talents in University [LJQ2015060]

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A novel rhodium(II)-catalyzed formal [3 + 2] cycloaddition of N-sulfonyl-1,2,3-triazoles with isoxazoles has been achieved that provides an efficient method for the synthesis of polysubstituted 3-aminopyrrole derivatives. An operationally simple one-pot synthesis of the titled compounds from terminal alkynes, tosyl azide, and isoxazoles was also developed. The presented reaction affords an illustrative example of employing 1,2,3-triazoles as the [2C]-component in relevant cycloaddition reactions.

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