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 Beyond Reppe: building substituted arenes by [2+2+2] cycloadditions of alkynes.

Literature DB >> 19229917

Beyond Reppe: building substituted arenes by [2+2+2] cycloadditions of alkynes.

Abstract

Synthetic sequel: The transition-metal-catalyzed [2+2+2] cycloaddition is an established method for the construction of carbocyclic frameworks but is often plagued by poor selectivity. Recent literature paints a promising picture--a more general metal-catalyzed [2+2+2] cycloaddition can be accomplished intermolecularly using three separate alkynes to furnish highly substituted arenas (see scheme).

Entities: Chemical Disease Gene

Year: 2009 PMID： 19229917 PMCID： PMC2898745 DOI： 10.1002/anie.200804651

Source DB: PubMed Journal: Angew Chem Int Ed Engl ISSN： 1433-7851 Impact factor: 15.336

20 in total

1. Recent advances in the transition-metal-catalyzed regioselective approaches to polysubstituted benzene derivatives.

Authors: S Saito; Y Yamamoto
Journal: Chem Rev Date: 2000-08-09 Impact factor: 60.622

2. Metalative Reppe reaction. Organized assembly of acetylene molecules on titanium template leading to a new style of acetylene cyclotrimerization.

Authors: D Suzuki; H Urabe; F Sato
Journal: J Am Chem Soc Date: 2001-08-15 Impact factor: 15.419

3. Highly chemo- and regioselective intermolecular cyclotrimerization of alkynes catalyzed by cationic rhodium(I)/modified BINAP complexes.

Authors: Ken Tanaka; Kaori Shirasaka
Journal: Org Lett Date: 2003-11-27 Impact factor: 6.005

4. Construction of pyridine rings by metal-mediated [2 + 2 + 2] cycloaddition.

Authors: Jesús A Varela; Carlos Saá
Journal: Chem Rev Date: 2003-09 Impact factor: 60.622

5. A highly practical instant catalyst for cyclotrimerization of alkynes to substituted benzenes.

Authors: Naoko Saino; Fumihiro Amemiya; Emi Tanabe; Kouki Kase; Sentaro Okamoto
Journal: Org Lett Date: 2006-03-30 Impact factor: 6.005

6. Chemo- and regioselective intermolecular cyclotrimerization of terminal alkynes catalyzed by cationic rhodium(I)/modified BINAP complexes: application to one-step synthesis of paracyclophanes.

Authors: Ken Tanaka; Kazuki Toyoda; Azusa Wada; Kaori Shirasaka; Masao Hirano
Journal: Chemistry Date: 2005-02-04 Impact factor: 5.236

7. Intramolecular cyclotrimerization of triynes catalyzed by N-heterocyclic carbene-CoCl2/Zn or -FeCl3/Zn.

Authors: Naoko Saino; Daisuke Kogure; Sentaro Okamoto
Journal: Org Lett Date: 2005-07-07 Impact factor: 6.005

8. Iridium complex-catalyzed highly selective cross [2 + 2 + 2] cycloaddition of two different monoynes: 2:1 coupling versus 1:2 coupling.

Authors: Ryo Takeuchi; Yoshihiko Nakaya
Journal: Org Lett Date: 2003-10-02 Impact factor: 6.005

9. Manganese-catalyzed benzene synthesis by [2+2+2] coupling of 1,3-dicarbonyl compound and terminal acetylene.

Authors: Hayato Tsuji; Ken-ichi Yamagata; Taisuke Fujimoto; Eiichi Nakamura
Journal: J Am Chem Soc Date: 2008-05-24 Impact factor: 15.419

10. Ru(II)-catalyzed chemo- and regioselective cyclotrimerization of three unsymmetrical alkynes through boron temporary tether. One-pot four-component coupling via cyclotrimerization/Suzuki-Miyaura coupling.

Authors: Yoshihiko Yamamoto; Jun-ichi Ishii; Hisao Nishiyama; Kenji Itoh
Journal: J Am Chem Soc Date: 2004-03-31 Impact factor: 15.419

20 in total

1. Formal [2 + 2 + 2] cycloaddition strategy based on an intramolecular propargylic ene reaction/Diels-Alder cycloaddition cascade.

Authors: Julia M Robinson; Takeo Sakai; Katsuhiko Okano; Takafumi Kitawaki; Rick L Danheiser
Journal: J Am Chem Soc Date: 2010-08-18 Impact factor: 15.419

2. Phosphoramidite-Rhodium Complexes as Catalysts for the Asymmetric [2+2+2] Cycloaddition of Alkenyl Isocyanates and Alkynes.

Authors: Rebecca Keller Friedman; Kevin M Oberg; Derek M Dalton; Tomislav Rovis
Journal: Pure Appl Chem Date: 2009-07-01 Impact factor: 2.453

3. Total synthesis of sporolide B and 9-epi-sporolide B.

Authors: K C Nicolaou; Jianhua Wang; Yefeng Tang; Lorenzo Botta
Journal: J Am Chem Soc Date: 2010-08-18 Impact factor: 15.419

4. Iron-catalyzed formation of 2-aminopyridines from diynes and cyanamides.

Authors: Timothy K Lane; Brendan R D'Souza; Janis Louie
Journal: J Org Chem Date: 2012-08-14 Impact factor: 4.354

5. Perfluorinated Taddol Phosphoramidite as an L,Z-Ligand on Rh(I) and Co(-I): Evidence for Bidentate Coordination via Metal-C₆F₅ Interaction.

Authors: Derek M Dalton; Anthony K Rappé; Tomislav Rovis
Journal: Chem Sci Date: 2013-05-01 Impact factor: 9.825

6. The iron-catalyzed construction of 2-aminopyrimidines from alkynenitriles and cyanamides.

Authors: Timothy K Lane; Minh H Nguyen; Brendan R D'Souza; Nathan A Spahn; Janis Louie
Journal: Chem Commun (Camb) Date: 2013-09-11 Impact factor: 6.222

7. Multi-component cycloaddition approaches in the catalytic asymmetric synthesis of alkaloid targets.

Authors: Stéphane Perreault; Tomislav Rovis
Journal: Chem Soc Rev Date: 2009-09-15 Impact factor: 54.564

8. Enantioselective rhodium-catalyzed [2 + 2 + 2] cycloadditions of terminal alkynes and alkenyl isocyanates: mechanistic insights lead to a unified model that rationalizes product selectivity.

Authors: Derek M Dalton; Kevin M Oberg; Robert T Yu; Ernest E Lee; Stéphane Perreault; Mark Emil Oinen; Melissa L Pease; Guillaume Malik; Tomislav Rovis
Journal: J Am Chem Soc Date: 2009-11-04 Impact factor: 15.419

9. Excess substrate is a spectator ligand in a rhodium-catalyzed asymmetric [2 + 2 + 2] cycloaddition of alkenyl isocyanates with tolanes.

Authors: Mark Emil Oinen; Robert T Yu; Tomislav Rovis
Journal: Org Lett Date: 2009-11-05 Impact factor: 6.005

Review 10. Ruthenium-Catalyzed Cycloadditions to Form Five-, Six-, and Seven-Membered Rings.

Authors: Rosalie S Doerksen; Tomáš Hodík; Guanyu Hu; Nancy O Huynh; William G Shuler; Michael J Krische
Journal: Chem Rev Date: 2021-02-12 Impact factor: 60.622