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08:43
Protocol for the Synthesis of Ortho-trifluoromethoxylated Aniline Derivatives
Published on: January 19, 2016
A new catalyst for organic synthesis: mercuric triflate
Mugio Nishizawa1, Hiroshi Imagawa, Hirofumi Yamamoto
1Faculty of Pharmaceutical Sciences, Tokushima Bunri University, Yamashiro-cho, Tokushima 770-8514, Japan. mugi@ph.bunri-u.ac.jp
Organic & Biomolecular Chemistry
|January 22, 2010
Summary
A new mercury(II) triflate (Hg(OTf)2) catalytic system enables efficient organic synthesis, including alkyne hydration and cyclizations. A novel solid-supported catalyst was also developed for these reactions.
Area of Science:
- Organic Chemistry
- Catalysis
- Synthetic Methodology
Background:
- Mercury(II) triflate (Hg(OTf)2) is a versatile Lewis acid.
- Development of efficient catalytic systems is crucial for organic synthesis.
- Solid-supported catalysts offer advantages in separation and recycling.
Purpose of the Study:
- To introduce Hg(OTf)2 as a novel catalytic system for organic synthesis.
- To develop a solid-supported version of the mercuric salt catalyst.
- To demonstrate the broad applicability and efficiency of these catalytic systems.
Main Methods:
- Utilized Hg(OTf)2 for alkyne hydration reactions.
- Applied Hg(OTf)2 in C-C bond forming cyclizations.
- Investigated cyclization reactions initiated by allylic alcohols.
- Developed and tested a solid-supported mercuric salt, silaphenylmercuric triflate.
Main Results:
- Hg(OTf)2 catalyzed various organic transformations with high catalytic turnovers.
- Reactions proceeded efficiently under mild conditions.
- The solid-supported catalyst, silaphenylmercuric triflate, proved effective for multiple Hg(OTf)2-catalyzed reactions.
- Demonstrated utility in alkyne hydration, C-C bond formation, heterocycle synthesis, and allylic alcohol-initiated cyclizations.
Conclusions:
- Hg(OTf)2 represents a powerful and versatile catalytic system for organic synthesis.
- The development of a solid-supported mercuric salt enhances catalytic applications.
- These catalytic systems offer mild conditions and high efficiency for key organic transformations.
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