Warning: Undefined array key "mm" in /www/wwwroot/www.ai-bt.com/si.php on line 10 Deprecated: trim(): Passing null to parameter #1 ($string) of type string is deprecated in /www/wwwroot/www.ai-bt.com/si.php on line 10 Synthesis of gamma-halogenated ketones via the Ce(IV)-mediated oxidative coupling of cyclobutanols and inorganic halides.

Literature DB >> 20676239

Synthesis of gamma-halogenated ketones via the Ce(IV)-mediated oxidative coupling of cyclobutanols and inorganic halides.

Brian M Casey¹, Cynthia A Eakin, Robert A Flowers.

Abstract

A straightforward method for the synthesis of gamma-halo-substituted ketones formed via the CAN-initiated oxidative addition of halides to 1-substituted cyclobutanols has been developed. This method has short reaction times, and provides access to a range of bromo and iodo gamma-substituted ketones in good to excellent yields.

Entities: Chemical Species

Year: 2009 PMID： 20676239 PMCID： PMC2912607 DOI： 10.1016/j.tetlet.2008.12.114

Source DB: PubMed Journal: Tetrahedron Lett ISSN： 0040-4039 Impact factor: 2.415

12 in total

1. An efficient and general approach to beta-functionalized ketones.

Authors: Jingliang Jiao; Larry X Nguyen; Dennis R Patterson; Robert A Flowers
Journal: Org Lett Date: 2007-03-03 Impact factor: 6.005

2. Cerium(IV) ammonium nitrate--a versatile single-electron oxidant.

Authors: Vijay Nair; Ani Deepthi
Journal: Chem Rev Date: 2007-04-14 Impact factor: 60.622

3. Understanding reactivity patterns of the dialkylaniline radical cation.

Authors: Micha Kirchgessner; Kesavapillai Sreenath; Karical R Gopidas
Journal: J Org Chem Date: 2006-12-22 Impact factor: 4.354

4. Solvent-dependent chemoselectivities in additions of beta-carbonyl imines to allyltrimethylsilane with CTAN.

Authors: Yang Zhang; Andrew J Raines; Robert A Flowers
Journal: J Org Chem Date: 2004-09-17 Impact factor: 4.354

5. Combined analgesic/neuroleptic activity in N-butyrophenone prodine-like compounds.

Authors: M A Iorio; T P Reymer; V Frigeni
Journal: J Med Chem Date: 1987-10 Impact factor: 7.446

6. Synthesis and SAR investigations for novel melanin-concentrating hormone 1 receptor (MCH1) antagonists part 2: A hybrid strategy combining key fragments of HTS hits.

Authors: Chien-An Chen; Yu Jiang; Kai Lu; Irena Daniewska; Christine G Mazza; Leonardo Negron; Carlos Forray; Tony Parola; Boshan Li; Laxminarayan G Hegde; Toni D Wolinsky; Douglas A Craig; Ron Kong; John M Wetzel; Kim Andersen; Mohammad R Marzabadi
Journal: J Med Chem Date: 2007-08-09 Impact factor: 7.446

7. Solvent-dependent chemoselectivities in Ce(IV)-mediated oxidative coupling reactions.

Authors: Yang Zhang; Andrew J Raines; Robert A Flowers
Journal: Org Lett Date: 2003-06-26 Impact factor: 6.005

8. Studies on gastric antiulcer active agents. III. Synthesis of 1-substituted 4-(5-tetrazolyl)thio-1-butanones and related compounds.

Authors: M Uchida; M Komatsu; S Morita; T Kanbe; K Yamasaki; K Nakagawa
Journal: Chem Pharm Bull (Tokyo) Date: 1989-04 Impact factor: 1.645

9. Cross-couplings of unactivated secondary alkyl halides: room-temperature nickel-catalyzed Negishi reactions of alkyl bromides and iodides.

Authors: Jianrong Steve Zhou; Gregory C Fu
Journal: J Am Chem Soc Date: 2003-12-03 Impact factor: 15.419

10. Mechanistic studies of Ce(IV)-mediated oxidation of beta-dicarbonyls: solvent-dependent behavior of radical cation intermediates.

Authors: Jingliang Jiao; Yang Zhang; James J Devery; Luna Xu; Jennifer Deng; Robert A Flowers
Journal: J Org Chem Date: 2007-06-28 Impact factor: 4.354

3 in total