Invention Grant
- Patent Title: Schwartz reagents: methods of in situ generation and use
- Patent Title (中): 施瓦茨试剂:原位生成和使用方法
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Application No.: US12630185Application Date: 2009-12-03
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Publication No.: US08168833B2Publication Date: 2012-05-01
- Inventor: Yigang Zhao , Victor A. Snieckus
- Applicant: Yigang Zhao , Victor A. Snieckus
- Applicant Address: CA Kingston, Ontario
- Assignee: Queen's University at Kingston
- Current Assignee: Queen's University at Kingston
- Current Assignee Address: CA Kingston, Ontario
- Agent Angela Lyon; Carol Miemicki Steeg; Emma Saffman
- Main IPC: C07C45/90
- IPC: C07C45/90 ; C07C37/04 ; C07C233/00 ; C07D311/00 ; C07D401/00 ; C07D209/04 ; C07F9/02 ; C07F7/04

Abstract:
Embodiments of the invention provide a method of using Schwartz Reagent, Cp2Zr(H)Cl, without accumulating or isolating it. Methods provide mixtures of Cp2ZrCl2, reductants that selectively reduce Cp2ZrCl2, and substrates. After reaction of Cp2ZrCl2 and the reductant, an intermediate reduction product is formed, apparently Schwartz Reagent. The in situ Schwartz Reagent then selectively reduces certain functional groups on the substrate. Substrates include tertiary amides, tertiary benzamides, aryl O-carbamates, and heteroaryl N-carbamates, which are reduced to aldehydes, benzaldehydes, aromatic alcohols, and heteroaromatics, respectively. Compared to prior methods, reagents are inexpensive and stable, reaction times are short, and reaction temperature in certain cases is conveniently room temperature. It has been estimated that using the in situ method described herein instead of synthesized or commercially obtained Schwartz Reagent provides a 50% reduction in cost.
Public/Granted literature
- US20100145060A1 Schwartz Reagents: Methods of In Situ Generation and Use Public/Granted day:2010-06-10
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