Tandem cyclization/arylation of diaryliodoniums via in situ constructed benzoxazole as a directing group for atom-economical transformation

2022 ◽  
Author(s):  
Daqian Zhu ◽  
Hui Peng ◽  
Qian Liu ◽  
Yameng Sun ◽  
Bingling Luo ◽  
...  
Keyword(s):  
Metal System ◽  
Directing Group ◽  
Tandem Cyclization ◽  
Palladium Metal

Linear diaryliodoniums often undergo only single arylation and leave equivalent aryliodide as waste. Herein, we demonstrate that linear unsymmetrical diaryliodoniums could be tuned by dual nickel/palladium metal system to accomplish...

Lewis acid-catalyzed tandem cyclization of in situ generated o-quinone methides and arylsulfonyl hydrazides for a one-pot entry to 3-sulfonylbenzofurans

2019 ◽  
Vol 6 (24) ◽  
pp. 3929-3933 ◽  
Author(s):  
Fan-Xiao Meng ◽  
Ruo-Nan Wang ◽  
Hong-Li Huang ◽  
Shu-Wen Gong ◽  
Qian-Li Li ◽  
...  
Keyword(s):  
Lewis Acid ◽  
Quinone Methides ◽  
One Pot ◽  
Acid Catalyzed ◽  
Tandem Cyclization ◽  
First Time

Lewis acid-mediated one-pot tandem cyclization of o-QMs with arylsulfonyl hydrazides was described for the first time and the corresponding 3-sulfonylbenzofuran products were obtained in moderate to good yields.

Synthesis of 4-styrylcoumarins via FeCl3-promoted cascade reactions of propargylamines with β-keto esters

2019 ◽  
Vol 17 (16) ◽  
pp. 4005-4013 ◽  
Author(s):  
Li-Qin Yan ◽  
Xiaoting Cai ◽  
Xinwei He ◽  
Hui Wang ◽  
Mengqing Xie ◽  
...  
Keyword(s):  
Cascade Reactions ◽  
Cyclization Reaction ◽  
Quinone Methides ◽  
Keto Esters ◽  
Tandem Cyclization

A versatile and highly regioselective FeCl3-promoted tandem cyclization reaction of in situ generated alkynyl o-quinone methides (o-AQMs) with β-keto esters has been developed.

Rhodium-Catalyzed Direct Annulation of Aldehydes with Alkynes Leading to Indenones: Proceeding through in Situ Directing Group Formation and Removal

2013 ◽  
Vol 15 (18) ◽  
pp. 4754-4757 ◽  
Author(s):  
Shuyou Chen ◽  
Jintao Yu ◽  
Yan Jiang ◽  
Fan Chen ◽  
Jiang Cheng
Keyword(s):  
Group Formation ◽  
Directing Group

Rhodium(iii)-catalyzed indole synthesis at room temperature using the transient oxidizing directing group strategy

2019 ◽  
Vol 55 (64) ◽  
pp. 9547-9550 ◽  
Author(s):  
Yaping Shang ◽  
Krishna Jonnada ◽  
Subhash Laxman Yedage ◽  
Hua Tu ◽  
Xiaofeng Zhang ◽  
...  
Keyword(s):  
Room Temperature ◽  
Nitroso Group ◽  
Group Strategy ◽  
Internal Alkynes ◽  
Directing Group ◽  
Catalyzed Reactions ◽  
Indole Synthesis

Rh-Catalyzed reactions of N-alkyl anilines with internal alkynes at room temperature have been developed using an in situ generated N-nitroso group as a transient oxidizing directing group.

scholarly journals Catalytic C(sp3 )−H Arylation of Free Primary Amines with an exo Directing Group Generated In Situ

2016 ◽  
Vol 55 (31) ◽  
pp. 9084-9087 ◽  
Author(s):  
Yan Xu ◽  
Michael C. Young ◽  
Chengpeng Wang ◽  
David M. Magness ◽  
Guangbin Dong
Keyword(s):  
Primary Amines ◽  
Directing Group

Directed Remote Lateral Metalation: Highly Substituted 2-Naphthols and BINOLs by In Situ Generation of a Directing Group

2018 ◽  
Vol 57 (30) ◽  
pp. 9425-9429 ◽  
Author(s):  
Jignesh J. Patel ◽  
Marju Laars ◽  
Wei Gan ◽  
Johnathan Board ◽  
Matthew O. Kitching ◽  
...  
Keyword(s):  
Directing Group ◽  
In Situ Generation

scholarly journals Low-Valent Tungsten Redox Catalysis Enables Controlled Isomerization and Carbonylative Functionalization of Alkenes

2021 ◽  
Author(s):  
Tanner Jankins ◽  
William Bell ◽  
Yu Zhang ◽  
Zi-Yang Qin ◽  
Milan Gembicky ◽  
...  
Keyword(s):  
Redox Cycle ◽  
Redox Catalysis ◽  
Model Complexes ◽  
History Of ◽  
Internal Site ◽  
Directing Group ◽  
Coordinate Geometry ◽  
Instrumental Role

Tungsten catalysis has played an instrumental role in the history of organometallic chemistry, with electrophilic, fully oxidized W(VI) catalysts featuring prominently in olefin polymerization and metathesis reactions. Here, we report that the simple W(0) precatalyst, W(CO)<sub>6</sub>, catalyzes the isomerization and hydrocarbonylation of alkenes via a W(0)/W(II) redox couple. The 6- to 7-coordinate geometry changes associated with this redox process are key in allowing isomerization to take place over multiple positions and stop at a defined unactivated internal site that is primed for <i>in situ</i> functionalization. DFT studies and crystallographic characterization of multiple directing-group-bound W(II) model complexes illuminate potential intermediates of this redox cycle and showcase the capabilities of the 7-coordinate W(II) geometry to facilitate challenging alkene functionalizations.

Sign in / Sign up

Export Citation Format

Share Document