Silver(i)-promoted insertion into X–H (X = Si, Sn, and Ge) bonds with N-nosylhydrazones

2017 ◽  
Vol 53 (16) ◽  
pp. 2503-2506 ◽  
Author(s):  
Zhaohong Liu ◽  
Qiangqiang Li ◽  
Yang Yang ◽  
Xihe Bi
Keyword(s):  
Diazo Compounds ◽  
Carbene Insertion

Silver(i)-promoted carbene insertion into X–H (X = Si, Sn, and Ge) bonds has been realized by using unstable diazo compounds, which are generated in situ from N-nosylhydrazones as carbene precursors.

In situ generation of nitrilium from nitrile ylide and the subsequent Mumm rearrangement: copper-catalyzed synthesis of unsymmetrical diacylglycine esters

2016 ◽  
Vol 14 (45) ◽  
pp. 10723-10732 ◽  
Author(s):  
Jijun Chen ◽  
Ying Shao ◽  
Liang Ma ◽  
Meihua Ma ◽  
Xiaobing Wan
Keyword(s):  
Carboxylic Acid ◽  
Diazo Compounds ◽  
Acid Nitrile ◽  
In Situ Generation

A novel in situ generation of nitrilium from nitrile ylide and the subsequent Mumm rearrangement of carboxylic acid, nitrile, and diazo compounds gave various unsymmetrical diacylglycine esters.

Diastereoselective synthesis of spiro[cyclopropane-1,3′-indolin]-2′-ones through metal-free cyclopropanation using tosylhydrazone salts

RSC Advances ◽  
2014 ◽  
Vol 4 (72) ◽  
pp. 38425-38432 ◽  
Author(s):  
Jeevak Sopanrao Kapure ◽  
Chada Narsimha Reddy ◽  
Praveen Reddy Adiyala ◽  
Ranjita Nayak ◽  
V. Lakshma Nayak ◽  
...  
Keyword(s):  
Transition Metal ◽  
Diazo Compounds ◽  
Diastereoselective Synthesis ◽  
Metal Free

Anticancer spiro[cyclopropane-1,3′-indolin]-2′-ones are accessible through a transition metal-free diastereoselective cyclopropanation using in situ generated diazo-compounds.

Rhodium-Catalyzed B–H Bond Insertion Reactions of Unstabilized Diazo Compounds Generated in Situ from Tosylhydrazones

2018 ◽  
Vol 140 (34) ◽  
pp. 10663-10668 ◽  
Author(s):  
Yue Pang ◽  
Qiao He ◽  
Zi-Qi Li ◽  
Ji-Min Yang ◽  
Jin-Han Yu ◽  
...  
Keyword(s):  
Diazo Compounds ◽  
Insertion Reactions

Ruthenium-Porphyrin-Catalyzed Diastereoselective Intramolecular Alkyl Carbene Insertion into CH Bonds of Alkyl Diazomethanes Generated In Situ fromN-Tosylhydrazones

2014 ◽  
Vol 53 (51) ◽  
pp. 14175-14180 ◽  
Author(s):  
Annapureddy Rajasekar Reddy ◽  
Cong-Ying Zhou ◽  
Zhen Guo ◽  
Jinhu Wei ◽  
Chi-Ming Che
Keyword(s):  
Carbene Insertion ◽  
Ruthenium Porphyrin

Phosphoranylidenehydrazones as in situ sources of diazo compounds: a facile synthesis of aryl-substituted benzoylcyclopropanes

1983 ◽  
Vol 48 (14) ◽  
pp. 2434-2437 ◽  
Author(s):  
Frank S. Guziec ◽  
Frederick A. Luzzio
Keyword(s):  
Diazo Compounds ◽  
Facile Synthesis

Diastereoselective trans Cyclopropanation of 3-Alkylidene Oxindoles with In Situ Generated α-Diazo Carbonyls or α,β-Unsaturated Diazo Compounds

Synthesis ◽  
2021 ◽  
Author(s):  
Chhanda Mukhopadhyay ◽  
Sayan Pramanik ◽  
Suman Ray ◽  
Suvendu Maity ◽  
Prasanta Ghosh
Keyword(s):  
Carbonyl Compounds ◽  
Diazo Compounds ◽  
Metal Free ◽  
Diazo Carbonyl Compounds

AbstractAn efficient diastereoselective trans cyclopropanation of 3-alkylidene oxindoles with in situ generated α-diazo carbonyl compounds or α,β-unsaturated diazo compounds under metal-free conditions has been developed to synthesize 3-spirocyclopropyl-2-oxindole derivatives. The procedure is based on the 1,3-dipolar character of the corresponding diazo compounds under base-catalyzed conditions. The method has a wide substrate scope and uses easily available starting materials.

Catalytic Deoxygenative Cyclopropanation of 1,2-Dicarbonyl or Monocarbonyl Compounds via Molybdenum Catalysis

Synlett ◽  
2021 ◽  
Author(s):  
Jia-Le Wang ◽  
Chun-Xiang Zhuo
Keyword(s):  
Transition Metal ◽  
Recent Progress ◽  
Diazo Compounds ◽  
Recent Advances ◽  
Metal Carbenes ◽  
Transition Metal Catalyzed ◽  
Metal Catalyzed

The cyclopropanation of alkenes through the transition-metal-catalyzed decomposition of diazo compounds is a powerful and straightforward strategy to produce cyclopropanes. Nevertheless, the appeal of further application of this strategy is tempered by the potentially explosive nature of the diazo substrates. Therefore, it is highly desirable to develop sustainable and operationally safe surrogates for diazo compounds. In this synpacts article, we discuss recent advances on the cyclopropane syntheses through the catalytic cyclopropanation of alkenes and metal-carbenes generated in-situ from non-diazo precursors, as well as highlight our recent progress on the unprecedented molybdenum-catalyzed deoxygenative cyclopropanation reaction of 1,2-dicarbonyl or monocarbonyl compounds.

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