Oxidative Aromatic C−O Bond Formation: Synthesis of 3-Functionalized Benzo[b]furans by FeCl3-Mediated Ring Closure of α-Aryl Ketones

2009 ◽  
Vol 11 (21) ◽  
pp. 4978-4981 ◽  
Author(s):  
Zhidan Liang ◽  
Weizhe Hou ◽  
Yunfei Du ◽  
Yongliang Zhang ◽  
Yan Pan ◽  
...  
Keyword(s):  
Bond Formation ◽  
Ring Closure ◽  
Aryl Ketones

One-Pot Access to 4-Aryl-2-arylacetoxynaphthalenes via Benz­annulation of Oxygenated Arylacetic Acids and Alkyl Aryl Ketones

Synthesis ◽  
2020 ◽  
Vol 52 (07) ◽  
pp. 1035-1046 ◽  
Author(s):  
Meng-Yang Chang ◽  
Shin-Mei Chen ◽  
Yu-Ting Hsiao
Keyword(s):  
Bond Formation ◽  
Trifluoroacetic Anhydride ◽  
Ring Closure ◽  
One Pot ◽  
Alkyl Aryl ◽  
Highly Effective ◽  
Aryl Ketones ◽  
Arylacetic Acids ◽  
Plausible Mechanism

Trifluoroacetic anhydride mediated one-pot intermolecular formal (4+2) benzannulation of oxygenated arylacetic acids with alkyl aryl ketones provides 4-aryl-2-arylacetoxynaphthalenes in moderate to good yields in the presence of H3PO4 in an open-vessel in a straightforward procedure. A plausible mechanism is proposed and discussed. This protocol provides a highly effective ring-closure via two carbon–carbon (C–C) and one carbon–oxygen (C–O) bond-formation events.

ChemInform Abstract: Oxidative Aromatic C-O Bond Formation: Synthesis of 3-Functionalized Benzo[b]furans by FeCl3-Mediated Ring Closure of α-Aryl Ketones.

ChemInform ◽  
2010 ◽  
Vol 41 (12) ◽  
Author(s):  
Zhidan Liang ◽  
Weizhe Hou ◽  
Yunfei Du ◽  
Yongliang Zhang ◽  
Yan Pan ◽  
...  
Keyword(s):  
Bond Formation ◽  
Ring Closure ◽  
Aryl Ketones

NickelN-Heterocyclic Carbene Catalyzed CC Bond Formation: A New Route to Aryl Ketones

2015 ◽  
Vol 21 (24) ◽  
pp. 8741-8744 ◽  
Author(s):  
Li-Jun Gu ◽  
Cheng Jin ◽  
Hong-Tao Zhang
Keyword(s):  
Bond Formation ◽  
Aryl Ketones

Conjugate addition approach for natural product synthesis inspired by gibberellin and solanoeclepin A targets

2013 ◽  
Vol 85 (6) ◽  
pp. 1149-1160 ◽  
Author(s):  
Minoru Isobe
Keyword(s):  
Oxygen Atom ◽  
Low Temperatures ◽  
Bond Formation ◽  
Conjugate Addition ◽  
Ring Closure ◽  
Natural Product Synthesis ◽  
Partial Synthesis ◽  
Unsaturated Ketones ◽  
Cyclobutane Ring ◽  
Zinc Enolate

Trimethylzincate is known to react through conjugate addition to α,β-unsaturated ketones, but adds much faster to α,β-unsaturated esters at low temperatures. Since the intermediate zinc enolate behaves differently from that of dimethylcuprate, it offers scope for application in a partial synthesis of gibberellin A3. A second example involving vinylsulfones having an oxygen atom on the γ-carbon strongly directs incoming nucleophiles in conjugate addition mode. Heteroatom-directed conjugate addition (HADCA) provides very reactive carbanion intermediates leading to cyclobutane ring formation, necessary for synthesis of solanoeclepin A. An alternative reaction for the four-membered carbocyclic ring closure was explored to make a bond formation between the propargylic cation of Nicholas type and allyltrimethylsilane nucleophile of Hosomi–Sakurai type. This method allowed a formation of tricyclo[5.2.1.01,6]decene framework.

Al/P‐ and Ga/P‐Based Frustrated Lewis Pairs and Electronically Unsaturated Substrates: Ring Cleavage and Ring Closure, C−C and C−N Bond Formation

2019 ◽  
Vol 25 (39) ◽  
pp. 9315-9325 ◽  
Author(s):  
Damian Pleschka ◽  
Marten Uebing ◽  
Merten Lange ◽  
Alexander Hepp ◽  
Anna‐Lena Wübker ◽  
...  
Keyword(s):  
Bond Formation ◽  
Ring Closure ◽  
Ring Cleavage ◽  
Frustrated Lewis Pairs ◽  
Lewis Pairs

ChemInform Abstract: Nickel N-Heterocyclic Carbene Catalyzed C-C Bond Formation: A New Route to Aryl Ketones.

ChemInform ◽  
2015 ◽  
Vol 46 (43) ◽  
pp. no-no
Author(s):  
Li-Jun Gu ◽  
Cheng Jin ◽  
Hong-Tao Zhang
Keyword(s):  
Bond Formation ◽  
Aryl Ketones

Octahedral metal carbonyls. 77. Kinetics of chelate ring closure via olefin-tungsten bond formation in chlorobenzene solvates of tungsten carbonyl intermediates

1992 ◽  
Vol 31 (16) ◽  
pp. 3482-3488 ◽  
Author(s):  
Shulin Zhang ◽  
I Hsiung Wang ◽  
Paul H. Wermer ◽  
Charles B. Dobson ◽  
Gerard R. Dobson
Keyword(s):  
Chelate Ring ◽  
Bond Formation ◽  
Ring Closure ◽  
Metal Carbonyls ◽  
Tungsten Carbonyl ◽  
Kinetics Of
Sign in / Sign up

Export Citation Format

Share Document