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 Microwave-assisted Suzuki-Miyaura couplings on α-iodoenaminones.

Literature DB >> 19079569

Microwave-assisted Suzuki-Miyaura couplings on α-iodoenaminones.

Xin Wang¹, Brandon J Turunen, Matthew W Leighty, Gunda I Georg.

Abstract

A systematic study of α-iodination and subsequent Suzuki-Miyaura couplings between non-attenuated enaminones and a wide range of aromatic boronic acids is reported. The microwave-assisted variant of this transformation furnished the α-arylenaminones in significantly shorter reaction times and slightly improved yields as compared to conventional heating.

Entities: Chemical

Year: 2007 PMID： 19079569 PMCID： PMC2134984 DOI： 10.1016/j.tetlet.2007.10.078

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

6 in total

Review 1. Controlled microwave heating in modern organic synthesis.

Authors: C Oliver Kappe
Journal: Angew Chem Int Ed Engl Date: 2004-11-26 Impact factor: 15.336

2. Stereoselective syntheses of piperidinones and their modification by organometallic coupling reactions.

Authors: Birgit Kranke; Horst Kunz
Journal: Org Biomol Chem Date: 2006-11-30 Impact factor: 3.876

3. Microwave enhanced palladium catalysed coupling reactions: a diversity-oriented synthesis approach to functionalised flavones.

Authors: Richard J Fitzmaurice; Zac C Etheridge; Emelie Jumel; Derek N Woolfson; Stephen Caddick
Journal: Chem Commun (Camb) Date: 2006-12-14 Impact factor: 6.222

4. Amino acid-derived enaminones: a study in ring formation providing valuable asymmetric synthons.

Authors: Brandon J Turunen; Gunda I Georg
Journal: J Am Chem Soc Date: 2006-07-12 Impact factor: 15.419

5. Practical and efficient Suzuki-Miyaura cross-coupling of 2-iodocycloenones with arylboronic acids catalyzed by recyclable Pd(0)/C.

Authors: François-Xavier Felpin
Journal: J Org Chem Date: 2005-10-14 Impact factor: 4.354

6. Enantiopure N-Acyldihydropyridones as Synthetic Intermediates: Asymmetric Synthesis of (-)-Septicine and (-)-Tylophorine.

Authors: Daniel L. Comins; Xinghai Chen; Lawrence A. Morgan
Journal: J Org Chem Date: 1997-10-17 Impact factor: 4.354

6 in total

8 in total

8. Enantioselective synthesis of 3,4-dihydro-1,2-oxazepin-5(2H)-ones and 2,3-dihydropyridin-4(1H)-ones from β-substituted β-hydroxyaminoaldehydes.

Authors: Adwait R Ranade; Gunda I Georg
Journal: J Org Chem Date: 2014-01-13 Impact factor: 4.354

8 in total

Microwave-assisted Suzuki-Miyaura couplings on α-iodoenaminones.

Review 1. Controlled microwave heating in modern organic synthesis.

2. Stereoselective syntheses of piperidinones and their modification by organometallic coupling reactions.

3. Microwave enhanced palladium catalysed coupling reactions: a diversity-oriented synthesis approach to functionalised flavones.

4. Amino acid-derived enaminones: a study in ring formation providing valuable asymmetric synthons.

5. Practical and efficient Suzuki-Miyaura cross-coupling of 2-iodocycloenones with arylboronic acids catalyzed by recyclable Pd(0)/C.

6. Enantiopure N-Acyldihydropyridones as Synthetic Intermediates: Asymmetric Synthesis of (-)-Septicine and (-)-Tylophorine.

1. Synthesis of 6- and 7-membered cyclic enaminones: scope and mechanism.

2. Total syntheses of arylindolizidine alkaloids (+)-ipalbidine and (+)-antofine.

3. Total Syntheses and Cytotoxicity of (R)- and (S)-Boehmeriasin A.

4. Palladium-catalyzed direct C-H arylation of cyclic enaminones with aryl iodides.

5. Copper-assisted palladium(II)-catalyzed direct arylation of cyclic enaminones with arylboronic acids.

6. Synthesis of a quinolone library from ynones.

7. Boron-Heck reaction of cyclic enaminones: regioselective direct arylation via oxidative palladium(II) catalysis.

8. Enantioselective synthesis of 3,4-dihydro-1,2-oxazepin-5(2H)-ones and 2,3-dihydropyridin-4(1H)-ones from β-substituted β-hydroxyaminoaldehydes.