Superbase catalysis of oxazolidin-2-one ring formation from carbon dioxide and prop-2-yn-1-amines under homogeneous or heterogenous conditions

Costa, Mirco; Chiusoli, Gian Paolo; Taffurelli, D.; Dalmonego, G.

doi:10.1039/a800453f

Cited by 128 publications

(71 citation statements)

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“…Ag-acetate, 86 Au-NHC, 87 or a Pd-SCS pincer complex; 88 the latter offers the broadest substrate scope to date. Other methods involve catalysis by ionic liquid, 89 organic bases 90,91 or NHCs. 92 The in-situ tautomerization of oxazolidinones to oxazolones (Scheme 19) was reported with ionic liquid or a NHC catalyst.…”

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Enantioselective Incorporation of CO₂: Status and Potential

et al. 2017

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CO2 is a promising and sustainable carbon feedstock for organic synthesis. New catalytic protocols for efficient incorporation of CO2 into organic molecules are continuously reported. However, little progress has been made in the enantioselective conversion of CO2 to form enantioenriched molecules. In order to allow CO2 to become a versatile carbon source in academia, and in the fine chemical and pharmaceutical industries, the development of enantioselective approaches is essential. Here we discuss general strategies for CO2 activation and for generation of enantioenriched molecules, alongside selected examples of reactions involving asymmetric incorporation of CO2. Main product classes considered are carboxylic acids and derivatives (C-2 CO2 bonds), and carbonates, carbamates, and polycarbonates (C-OCO bonds). Similarities to asymmetric hydrogenation are discussed, and some strategies for developing novel enantioselective CO2 reactions are outlined.

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Enantioselective Incorporation of CO₂: Status and Potential

et al. 2017

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“…[4] In synthetic chemistry, numerous transition-metal catalysts for the activation of CO 2 have been explored. [5,6] Previous metal-free attempts concentrated on the use of alkylated amidines and guanidines, [7][8][9][10] such as 1,8-diazabicyclo [5.4.0]undec-7-ene (DBU, 1, Scheme 1). The structure of the DBU/CO 2 adduct involved was a matter of debate, but detailed analysis has shown it to be a hydrogencarbonate salt only.…”

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Metal‐Free Activation of CO₂ by Mesoporous Graphitic Carbon Nitride

2007

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“…Oxazoles are well known building blocks [12][13][14][15] . We have been interested in developing efficient synthetic routes to imidazoles, tetrazoles,1,3,5-oxadiazines, and 1,2,4-tetrazines based on 1,3-oxazolones 42a-l as building blocks (Figure 3).…”

Section: Oxazolones As Building Blocksmentioning

confidence: 99%

Heterocycles as versatile building blocks in different synthetic strategies

Fahmy¹

2006

Arkivoc

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Superbase catalysis of oxazolidin-2-one ring formation from carbon dioxide and prop-2-yn-1-amines under homogeneous or heterogenous conditions

Cited by 128 publications

References 15 publications

Enantioselective Incorporation of CO₂: Status and Potential

Enantioselective Incorporation of CO₂: Status and Potential

Metal‐Free Activation of CO₂ by Mesoporous Graphitic Carbon Nitride

Heterocycles as versatile building blocks in different synthetic strategies

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Superbase catalysis of oxazolidin-2-one ring formation from carbon dioxide and prop-2-yn-1-amines under homogeneous or heterogenous conditions

Cited by 128 publications

References 15 publications

Enantioselective Incorporation of CO2: Status and Potential

Enantioselective Incorporation of CO2: Status and Potential

Metal‐Free Activation of CO2 by Mesoporous Graphitic Carbon Nitride

Heterocycles as versatile building blocks in different synthetic strategies

Contact Info

Product

Resources

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Enantioselective Incorporation of CO₂: Status and Potential

Enantioselective Incorporation of CO₂: Status and Potential

Metal‐Free Activation of CO₂ by Mesoporous Graphitic Carbon Nitride