Catalytic carbene/alkyne metathesis (CAM): a versatile strategy for alkyne bifunctionalization

Literature Information

Publication Date 2018-10-26
DOI 10.1039/C8OB02420K
Impact Factor 3.876
Authors

Cheng Zhang, Yu Qian


View Original

Abstract

Metal carbene, as a reactive intermediate, has shown versatile applications in modern organic synthesis. One of the priorities in this area is exploration of stable carbene precursors with structural diversity. Catalytic carbene/alkyne metathesis (CAM) with readily available and stable materials, such as α-carbonyl diazo compounds, provides an effective approach for the in situ generation of vinyl carbene intermediates, which is difficult to directly access with other carbene precursors. Thus, novel cascade transformations involving the CAM process for the straightforward construction of polycyclic frameworks have been well documented. Challenges including side reaction control and asymmetric catalysis in this area need to be explored. This review will summarize the recent advances in this field and be divided by the type of the terminating carbene reactions.

Related Literature

Quantitative probing of subtle interactions among H-bonds in alpha hydroxy carboxylic acid complexes

Peifeng Su, Yong Xia, Zhijun Yang, Carl O. Trindle, Joseph L. Knee

2017-07-06 Perspective

DOI: 10.1039/C7CP03917D

Ionic effects on the proton transfer mechanism in aqueous solutions

Joonyoung F. Joung, Sangin Kim, Sungnam Park

2017-08-25 Paper

DOI: 10.1039/C7CP04392A

Adsorption of molecular hydrogen on coronene with a new potential energy surface

Massimiliano Bartolomei, Ricardo Pérez de Tudela, Kilian Arteaga, Tomás González-Lezana, Marta I. Hernández, José Campos-Martínez, Pablo Villarreal, Javier Hernández-Rojas, José Bretón

2017-09-05 Paper

DOI: 10.1039/C7CP03819D

Acceleration of diffusion in ethylammonium nitrate ionic liquid confined between parallel glass plates

Oleg I. Gnezdilov, Nicklas Hjalmarsson, Oleg N. Antzutkin, István Furó

2017-09-07 Communication

DOI: 10.1039/C7CP01772C

Surface modification induced enhanced CO2 sorption in cucurbit[6]uril, an organic porous material

Midhun Mohan, T. Suzuki, Saju Pillai, K. G. K. Warrier, U. S. Hareesh, J. D. Gale

2017-08-29 Paper

DOI: 10.1039/C7CP03866F

One-step formulation of nonionic surfactant bicelles (NSBs) by a double-tailed polyglycerol-type nonionic surfactant

Kenji Aramaki, Chikahiro Iwata, Jitendra Mata, Tetsuya Maehara, Daisuke Aburano, Yuichi Sakanishi, Kyuhei Kitao

2017-05-09 Paper

DOI: 10.1039/C7CP02585H

The emergent intramolecular hydrogen bonding effect on the electronic structures of organic electron acceptors

Takashi Takeda, Yasutaka Suzuki, Jun Kawamata, Shin-ichiro Noro, Takayoshi Nakamura, Tomoyuki Akutagawa

2017-08-07 Communication

DOI: 10.1039/C7CP04402J

Inside front cover

Cover

DOI: 10.1039/C7CP90211E

Electronic structure and charge transport properties of atomic carbon wires

K. Lambropoulos, C. Simserides

2017-09-22 Paper

DOI: 10.1039/C7CP05134D

You might also like

Compound Q&A

What is 3-Fluoro-2-methylbenzylamine (CAS: 771573-36-5)?

3-Fluoro-2-methylbenzylamine is an organic compound with the CAS number 771573-3...

771573-36-53-Fluoro-2-methylben...
Compound Q&A

Is Tert-butyl 2-(oxetan-3-ylidene)acetate (CAS: 1207175-03-8) safe?

Tert-butyl 2-(oxetan-3-ylidene)acetate is considered safe for its intended uses ...

1207175-03-8Tert-butyl 2-(oxetan...
Compound Q&A

What precautions should be taken when handling 4-Acetyl-2-fluorobenzonitrile (CAS: 214760-18-6)?

Proper personal protective equipment (PPE) such as gloves, goggles, and a lab co...

214760-18-64-Acetyl-2-fluoroben...
Compound Q&A

How is 2-Ethyl-4-methyl-1,3-thiazole (CAS: 15679-12-6) typically synthesized?

2-Ethyl-4-methyl-1,3-thiazole is commonly synthesized via the reaction of thiour...

15679-12-62-Ethyl-4-methyl-1,3...
Compound Q&A

How should 5',5''-([2,2'-Bithiophene]-5,5'-diyl)bis(([1,1':3',1''-terphenyl]-4,4''-dicarboxylic acid)) (CAS: 1227780-71-3) be stored?

This compound should be stored in a cool, dry place away from direct sunlight an...

1227780-71-35',5''''-([2,2'-Bith...
Compound Q&A

What regulatory guidelines apply to L-Lysine Acetate Salt (CAS: 52315-92-1)?

L-Lysine Acetate Salt (CAS: 52315-92-1) is subject to various regulatory guideli...

52315-92-1L-LYSINE ACETATE SAL...
Compound Q&A

Is 6-Fluoro-3-hydroxy-2-pyrazinecarboxamide (CAS: 259793-96-9) safe?

6-Fluoro-3-hydroxy-2-pyrazinecarboxamide (CAS: 259793-96-9) is generally conside...

259793-96-96-Fluoro-3-hydroxy-2...
Compound Q&A

What are the physical and chemical properties of 1,1'-Sulfonylbis(1H-imidazole) (CAS: 7189-69-7)?

1,1'-Sulfonylbis(1H-imidazole) is a crystalline solid with a molecular weight of...

7189-69-71,1'-Sulfonylbis(1H-...
Compound Q&A

What industries use 4-methyl-7-nitro-1H-indole-3-carbonitrile (CAS: 289483-82-5)?

4-Methyl-7-nitro-1H-indole-3-carbonitrile (CAS: 289483-82-5) is primarily used i...

289483-82-54-methyl-7-nitro-1H-...
Compound Q&A

How should waste containing 5-Bromo-3-indolyl-beta-galactoside (CAS: 97753-82-7) be handled?

Waste containing 5-Bromo-3-indolyl-beta-galactoside (CAS: 97753-82-7) should be ...

97753-82-75-Bromo-3-indolyl-be...

Source Journal

Organic & Biomolecular Chemistry

Organic & Biomolecular Chemistry
CiteScore: 3.4
Self-citation Rate: 10.3%
Articles per Year: 1041

Organic & Biomolecular Chemistry (OBC) publishes original and high impact research and reviews in organic chemistry. We welcome research that shows new or significantly improved protocols or methodologies in total synthesis, synthetic methodology or physical and theoretical organic chemistry as well as research that shows a significant advance in the organic chemistry or molecular design aspects of chemical biology, catalysis, supramolecular and macromolecular chemistry, theoretical chemistry, mechanism-oriented physical organic chemistry, medicinal chemistry or natural products. Articles published in the journal should report new work which makes a highly-significant impact in the field. Routine and incremental work is generally not suitable for publication in the journal. More details about key areas of our scope are below. In all cases authors should include in their article clear rationale for why their research has been carried out.

Recommended Compounds

Recommended Suppliers

Disclaimer
This page provides academic journal information for reference and research purposes only. We are not affiliated with any journal publishers and do not handle publication submissions. For publication-related inquiries, please contact the respective journal publishers directly.
If you notice any inaccuracies in the information displayed, please contact us at support@chemtradehub.com. We will promptly review and address your concerns.