How many different amides were formed in the presence of NEt3?

With 5 equivalents of NEt3 as the base under CO pressure (10 bar) in THF at 120 o C, 20 different α, β-unsaturated amides were formed in 47-95% yields.

What is the reaction of aryl bromides with formamide?

Using this nickel-phosphite catalytic system, aryl bromides can react with a range of formamides to give the corresponding aryl amides in moderate to goodIntroduction34yields.

What is the effect of the thiolative lactonization on the butenoli?

Among the study, it was interestingly found that, for the unsymmetrical alkynes, the thiolative lactonization proceeded with moderate regioselectivity to give the butenolide derivatives on which the carbonyl group preferentially bonds to the less hindered acetylenic carbon.

What is the way to convert epoxy alcohols into lactic acids?

With cobalt carbonyl and TDA-1 as the catalyst system, the epoxy alcohols were converted into the corresponding 2-C-(2,5-dihydro-2-oxofur-5-yl) lactic acids in moderate yields, under exceptionally mild conditions (Scheme 29).

What is the catalytic procedure for the carbonylative polymerization of e?

Cobalt-catalysed exocyclic C-O bond carbonylation.Jia and Liu designed a catalytic procedure for the carbonylative polymerizations of epoxides andN-alkylaziridines in 2004. [78]

What catalyst system was established for cyclization of phenylacetic acid derivatives?

In 2014, a convenient catalyst system consisted by Co2(CO)8 and LiCl for catalyzing cyclization ofCO, imine, and epoxide was established (Scheme 52). [89]

How did Yu and his group demonstrate that carboxylic acids can be synthesized in good?

As early as in 1977, Alper’s group reported a procedure and demonstrated that carboxylic acidscan be synthesized in good to excellent yields by using catalytic amount of Co2(CO)8 under mild reaction conditions in phase-transfer system. [50]

What is the way to convert epoxides to morpholine ?

In 2002, an efficient and mild carbonylative protocol for the conversion of optically activeepoxides to β-hydroxy morpholine amides was developed by Jacobsen and Goodman (Scheme 39). [74]

Open AccessJournal Article10.1039/C7CS00529F

Non-noble metal-catalysed carbonylative transformations

Yahui Li, +2 more

- 02 Jan 2018

- Chemical Society Reviews

- Vol. 47, Iss: 1, pp 172-194

217

TL;DR: In this review, achievements on non-noble metal catalysed carbonylative transformations have been summarized and discussed.

Abstract: Transition metal catalysts are formidable tools towards greener chemistry, allowing for low-waste, energy-efficient, and selective reactions. And transition metal-catalysed carbonylation procedures are powerful methodologies for producing carbonyl-containing compounds. The existing reviews/chapters/books are mainly focused on noble metal (Ru, Rh, Ir, Pd, Pt) catalysed carbonylation reactions. In this review, achievements on non-noble metal (Mn, Fe, Cu, Co, Ni) catalysed carbonylative transformations have been summarized and discussed.

AI Agents for this Paper

Find similar papers on Google Scholar, PubMed and Arxiv
Write a critical review of this paper
Analyze citations of this paper to find unaddressed research gaps

Most frequently asked questions

1. What are the contributions mentioned in the paper "Non-noble metal-catalysed carbonylative transformations" ?

Regarding methodology developments, firstly a copper-catalyzed carbonylation of alkanes and amides is presented.. Furthermore, an unexpected copper-catalysed carbonylative acetylation of amines is also presented.

2. What can be produced by reacting the complex with proper nucleophiles?

Various carboxylic acids, [14] esters, [14] amides, [14] ketones [15] and hemifluorinated ketones [16] can be produced by reacting the complex with proper nucleophiles.

3. What is the main reason why iron salts are used in organic synthesis?

The exploring of iron salts as catalysts in organic synthesis has become an attractive topic due toits abundance, low price, high biological compatibility, and also rich oxidation states from -2 to +6.

4. Why are nickel catalysts studied in CO chemistry?

due to the high risk of the toxic Ni(CO)5 formed from nickel and carbon monoxide, nickel catalyst are studied in CO chemistry with limited cases.

Table 13. Copper-catalysed carbonylative coupling reaction of organoboranes with hypervalent iodine compounds.

Table 12. Copper-catalysed carbonylative reaction of organostannanes with hypervalent iodine compounds.

Table 6. Double carbonylation of alkynes using NaHFe(CO)4.

Table 15. Copper-catalysed carbonylation of alkynyliodonium salts.

Table 7. Iron-catalysed carbonylative synthesis of succinimides.

Table 2. Fe(CO)5-mediated alkyl bromides to aldehydes.

Citations

Journal Article•10.1002/cctc.202400543

Carbonylation Reactions Using Single Atom Catalysts

Lole Jurado, +2 more

- 22 May 2024

- Chemcatchem

TL;DR: Tailoring solid supports for single-atom catalysts in carbonylation reactions enhances catalytic performance and selectivity.

...read moreread less

Journal Article•10.1016/j.jcat.2023.115193

Carbonylation of α-Aminoalkyl Radicals to the Direct Synthesis of α-Amino Acid Derivatives

Le‐Cheng Wang, +1 more

- 01 Dec 2023

- Journal of Catalysis

Journal Article•10.1039/d3qo01014g

Dearomatization of Indoles via Palladium-Catalyzed Carbonylation using Co2(CO)8 as Carbonyl Source Leading to Carbonyl-Containing Spiroindolenines

Weiming Hu, +8 more

- Organic chemistry frontiers

TL;DR: Palladium-catalyzed carbonylative dearomatization of indoles using Co2(CO)8 as a safe CO source to produce carbonyl-containing spiroindolenines.

...read moreread less

Journal Article•10.1002/CSSC.202101262

Molecular Design of 3D Porous Carbon Framework via One-Step Organic Synthesis.

Jinquan Wang, +3 more

- 20 Sep 2021

- Chemsuschem

TL;DR: In this paper, a method for 3D porous carbon was developed through molecular design via one-step synthesis from commercially available carbon tetrabromide and bis(trimethylsilyl)acetylene on a gram-scale.

...read moreread less

Journal Article•10.1002/aoc.7893

Arylhydrazone‐Thioeter Palladium Pincer Complexes Catalyzed Carbonylative Suzuki–Miyaura Cross‐Coupling Using Fe(CO)<sub>5</sub> as CO Surrogate

Alberto Reyes‐Deloso, +6 more

- 17 Nov 2024

- Applied Organometallic Chemistry

TL;DR: Pd(II)-pincer complexes catalyze carbonylative Suzuki-Miyaura cross-coupling reactions using Fe(CO)5 as a CO surrogate, offering advantages such as shorter reaction times, non-toxicity, and high yields with 0.5 mol% catalyst loading.

...read moreread less

...

Expand

References

Journal Article•10.1021/CR100198W

Direct C-H transformation via iron catalysis.

Chang‐Liang Sun, +2 more

- 01 Mar 2011

- Chemical Reviews

1.9K

Journal Article•10.1039/C3CS60464K

Redox catalysis in organic electrosynthesis: basic principles and recent developments.

Robert Francke, +1 more

- 24 Mar 2014

- Chemical Society Reviews

TL;DR: Progress is described in the field of electroorganic synthesis, a process that can be accomplished more efficiently and purposefully using modern computational tools, and summarizes recent advances.

...read moreread less

1.5K

•Journal Article•10.1021/CR300527G

Aerobic Copper-Catalyzed Organic Reactions

Scott E. Allen, +3 more

- 20 Jun 2013

- Chemical Reviews

TL;DR: The chemistry of copper is extremely rich because it can easily access Cu0, CuI, CuII, and CuIII oxidation states allowing it to act through one-electron or two-Electron processes, which feature confer a remarkably broad range of activities allowing copper to catalyze the oxidation and oxidative union of many substrates.

...read moreread less

1.5K

Journal Article•10.1002/ADSC.200900587

Recent Applications of Palladium-Catalyzed Coupling Reactions in the Pharmaceutical, Agrochemical, and Fine Chemical Industries

Christian Torborg, +1 more

- 01 Dec 2009

- Advanced Synthesis & Catalysis

TL;DR: In this review different examples from 2001-2008 are highlighted, which have been performed at least on a kilogram scale in the chemical and pharmaceutical industries.

...read moreread less

1.3K

Journal Article•10.1002/ANIE.201103945

Copper-Catalyzed Aerobic Oxidative C ? H Functionalizations: Trends and Mechanistic Insights

Alison E. Wendlandt, +2 more

- 18 Nov 2011

- Angewandte Chemie

TL;DR: This work has reported several recently reported Cu-catalyzed C-H oxidation reactions that feature substrates that are electron-deficient or appear unlikely to undergo single-electron transfer to copper(II), and evidence has been obtained for the involvement of organocopper(III) intermediates in the reaction mechanism.

...read moreread less

1.2K

...

Expand

Non-noble metal-catalysed carbonylative transformations

Chat with Paper

AI Agents for this Paper

Most frequently asked questions

1. What are the contributions mentioned in the paper "Non-noble metal-catalysed carbonylative transformations" ?

2. What can be produced by reacting the complex with proper nucleophiles?

3. What is the main reason why iron salts are used in organic synthesis?

4. Why are nickel catalysts studied in CO chemistry?

5. How many different amides were formed in the presence of NEt3?

6. What is the reaction of aryl bromides with formamide?

7. What is the effect of the thiolative lactonization on the butenoli?

8. What is the way to convert epoxy alcohols into lactic acids?

9. What is the catalytic procedure for the carbonylative polymerization of e?

10. What catalyst system was established for cyclization of phenylacetic acid derivatives?

11. How did Yu and his group demonstrate that carboxylic acids can be synthesized in good?

12. What is the way to convert epoxides to morpholine ?

Figures

Citations

Carbonylation Reactions Using Single Atom Catalysts

Carbonylation of α-Aminoalkyl Radicals to the Direct Synthesis of α-Amino Acid Derivatives

Dearomatization of Indoles via Palladium-Catalyzed Carbonylation using Co2(CO)8 as Carbonyl Source Leading to Carbonyl-Containing Spiroindolenines

Molecular Design of 3D Porous Carbon Framework via One-Step Organic Synthesis.

Arylhydrazone‐Thioeter Palladium Pincer Complexes Catalyzed Carbonylative Suzuki–Miyaura Cross‐Coupling Using Fe(CO)<sub>5</sub> as CO Surrogate

References

Direct C-H transformation via iron catalysis.

Redox catalysis in organic electrosynthesis: basic principles and recent developments.

Aerobic Copper-Catalyzed Organic Reactions

Recent Applications of Palladium-Catalyzed Coupling Reactions in the Pharmaceutical, Agrochemical, and Fine Chemical Industries

Copper-Catalyzed Aerobic Oxidative C ? H Functionalizations: Trends and Mechanistic Insights

Related Papers (5)

First-Row Transition-Metal-Catalyzed Carbonylative Transformations of Carbon Electrophiles.

Palladium-catalyzed carbonylation reactions of aryl halides and related compounds.

Synthesis of Heterocycles via Palladium-Catalyzed Carbonylations

Transition-metal-catalyzed carbonylation reactions of olefins and alkynes: a personal account.

The Chemistry of CO: Carbonylation