It has come to our notice that certain fraudulent individuals or entities are misusing our Company’s name and TCI’s registered trademarks by promoting and offering regulated and hazardous chemical substances through online platforms like YouTube. We hereby categorically clarify that TCI has no association or connection whatsoever with the products being displayed or sold in the videos. These products have been falsely represented as being associated with TCI, and the unauthorized use of our trademark and brand name is both illegal and misleading. TCI Chemicals markets and sells its products exclusively through its official website and authorized distributors. If you become aware of any such fraudulent activity or require clarification, you may reach out to us at: Sales-IN@TCIchemicals.com. Click Here to View the Caution Notice.
Product Document Searching Made Easy by 2D Code! | [Product Highlights] Endogenous Biotin-Blocking Reagent...Maximum quantity allowed is 999
N-Hydroxyphthalimide Derivatives for the Synthesis of Redox Active Esters
4-methyl-N-hydroxyphthalimide (1) and 4-methoxy-N-hydroxyphthalimide (2) condense with aliphatic carboxylic acids to produce redox active esters (RAEs). RAEs can generate equivalent alkyl radicals by single electron reduction and can be applied to C(sp2)-C(sp3) cross-coupling reactions with aryl bromides and aryl iodides.1) In conventional RAE synthesis, N-hydroxyphthalimide (3) has been widely used. However, RAEs derived from 3 are more easily reduced, so that the density of alkyl radical becomes excess to lead side reactions such as dimerization. On the other hand, it has been reported that RAEs derived from 1 and 2 are more electron-rich, resulting in lower reduction potential and suppression of side reactions. Therefore, 1 and 2 are effective when carboxylic acids with tertiary alkyl group known as a bioisostere of benzene and less reactive aryl bromides are used. Furthermore, it has been reported that RAEs obtained from 1 can be used for C(sp3)-C(sp3) cross-coupling reactions with inert alkyl bromides.2)
Related Products
- M3571
- 4-Methyl-N-hydroxyphthalimide
- M3572
- 4-Methoxy-N-hydroxyphthalimide
- H0395
- N-Hydroxyphthalimide
- D0254
- N,N'-Diisopropylcarbodiimide (= DIC)
- D1450
- 4-Dimethylaminopyridine (= DMAP)
- N1298
- NiBr2(dme)
- C3803
- 4,4'-Di-tert-Butyl-N-cyano[2,2'-bipyridine]-6-carboximidamide (= tBuBpyCamCN)
- Z0015
- Zinc (Powder)
- M2951
- 4'-(4-Methoxyphenyl)-2,2':6',2''-terpyridine (= 4'-(4-Methoxyphenyl)-terpy)
References
- 1) Control of Redox-Active Ester Reactivity Enables a General Cross-Electrophile Approach to Access Arylated Strained Rings
- 2) Nickel-Catalyzed C(sp3)–C(sp3) Cross-Electrophile Coupling of In Situ Generated NHP Esters with Unactivated Alkyl Bromides
