1-Isobutyl-7-methoxy-2,3,4,9-tetrahydro-1H-beta-carboline
CAS Number:
175975-76-5
Molecular Formula:
C16H22N2O
Photo-hydroacylation: 1-tetralones from ortho-allylbenzaldehydes
Literature Information
Publication Date
2023-10-10
DOI
10.1039/D3QO01510F
Impact Factor
5.281
Authors
Veronika Schmalz, Ulrich Koert
View Original
Abstract
A light-induced intramolecular hydroacylation of ortho-allylbenzaldehydes is presented, yielding the selective formation of a six-membered ring in 1-tetralones. The photo-hydroacylation proceeds at 365 nm, ambient temperature, and additive-free conditions. The proposed mechanistic pathway involves a light-induced 1,5-hydrogen atom transfer (1,5-HAT) and a radical recombination process leading to the formation of the 1-tetralone product. Deuteration and radical-clock experiments support the mechanism. This efficient photo-hydroacylation provides a valuable method for the synthesis of various tetralone scaffolds through light activation.
Recommended Journals
Related Literature
Progress on extending the light absorption spectra of photocatalysts
Zeyan Wang, Yuanyuan Liu, Baibiao Huang, Ying Dai, Zaizhu Lou, Gang Wang, Xiaoyang Zhang, Xiaoyan Qin
2013-11-11
Perspective
DOI: 10.1039/C3CP53817F
The role of charge transfer in the energy level alignment at the pentacene/C60 interface
J. Beltrán, F. Flores, J. Ortega
2014-01-06
Paper
DOI: 10.1039/C3CP55004D
X-ray absorption spectroscopy and resonant inelastic scattering study of the first lithiation cycle of the Li-ion battery cathode Li2−xMnSiO4
M. Dahbi, T. Gustafsson, K. Edström, D. Newby, K. E. Smith, L.-C. Duda
2013-12-18
Paper
DOI: 10.1039/C3CP54103G
The roles of density-tunable surface oxygen vacancy over bouquet-like Bi2O3 in enhancing photocatalytic activity
Yuqi Wu, Gongxuan Lu
2013-11-27
Paper
DOI: 10.1039/C3CP54461C
Mapping the structure of amyloid nucleation precursors by protein engineering kinetic analysis
David Ruzafa, Lorena Varela, Ana I. Azuaga, Francisco Conejero-Lara, Bertrand Morel
2013-12-06
Paper
DOI: 10.1039/C3CP54383H
Formation of hydroxyacetonitrile (HOCH2CN) and polyoxymethylene (POM)-derivatives in comets from formaldehyde (CH2O) and hydrogen cyanide (HCN) activated by water
Grégoire Danger, Albert Rimola, Ninette Abou Mrad, Fabrice Duvernay, Gaël Roussin, Patrice Theule, Thierry Chiavassa
2013-10-18
Paper
DOI: 10.1039/C3CP54034K
Single bubble perturbation in cavitation proximity of solid glass: hot spot versus distance
Helmuth Möhwald, Kenneth Suslick
2013-08-21
Paper
DOI: 10.1039/C3CP52850B
The relationship between enhanced enzyme activity and structural dynamics in ionic liquids: a combined computational and experimental study
Sung Ho Ha, Latsavongsakda Sethaphong, Yoon-Mo Koo, Yaroslava G. Yingling
2013-12-02
Paper
DOI: 10.1039/C3CP52516C
Dual fluorescence of excited state intra-molecular proton transfer of HBFO: mechanistic understanding, substituent and solvent effects
Wenjing Yang, Xuebo Chen
2014-01-07
Paper
DOI: 10.1039/C3CP54462A
You might also like
Compound Q&A
What is the market or research trend for N-(4-Methoxybenzyl)-2-pyridinamine (CAS: 52818-63-0)?
N-(4-Methoxybenzyl)-2-pyridinamine (CAS: 52818-63-0) is increasingly being used ...
52818-63-0N-(4-Methoxybenzyl)-...
Compound Q&A
What precautions should be taken when handling Ethyl 4-(2-chlorophenyl)-1,3-thiazole-2-carboxylate (CAS: 1050507-06-6)?
When handling Ethyl 4-(2-chlorophenyl)-1,3-thiazole-2-carboxylate, appropriate p...
1050507-06-6Ethyl 4-(2-chlorophe...
Compound Q&A
What regulatory guidelines apply to diethyldiselane (CAS: 628-39-7)?
Diethyldiselane (CAS: 628-39-7) is classified under the Globally Harmonized Syst...
628-39-7Diethyldiselane
Compound Q&A
What is the market or research trend for oxocopper (CAS: 12053-18-8)?
The market for oxocopper (CAS: 12053-18-8) is primarily driven by its use in cat...
12053-18-8oxocopper; oxo-(oxoc...
Compound Q&A
What is the market or research trend for 5-{[(2-Methyl-2-propanyl)oxy]carbonyl}-5-azaspiro[2.4]heptane-7-carboxylic acid?
The market for 5-{[(2-Methyl-2-propanyl)oxy]carbonyl}-5-azaspiro[2.4]heptane-7-c...
1268519-54-55-{[(2-Methyl-2-prop...
Compound Q&A
What is 2-(1-Pyrrolidinyl)-4-pyridinamine (CAS: 35981-63-6)?
2-(1-Pyrrolidinyl)-4-pyridinamine is a chemical compound with the CAS number 359...
35981-63-62-(1-Pyrrolidinyl)-4...
Compound Q&A
What are the physical and chemical properties of 2-(3-Pyridinyl)-1-azabicyclo[2.2.2]octane (CAS: 91556-75-1)?
2-(3-Pyridinyl)-1-azabicyclo[2.2.2]octane (CAS: 91556-75-1) is a crystalline sol...
91556-75-12-(3-Pyridinyl)-1-az...
Compound Q&A
How is (S)-Alpha-allyl-proline hydrochloride (CAS: 129704-91-2) typically synthesized?
(S)-Alpha-allyl-proline hydrochloride is usually synthesized via a Wittig reacti...
129704-91-2(S)-Alpha-allyl-prol...
Compound Q&A
What is 3-Methyl-1,2-oxazole-5-carboxylic acid (CAS: 4857-42-5)?
3-Methyl-1,2-oxazole-5-carboxylic acid (CAS: 4857-42-5) is an organic compound w...
4857-42-53-Methyl-1,2-oxazole...
Compound Q&A
How is Lys-SMCC-DM1 (CAS: 1281816-04-3) typically synthesized?
Lys-SMCC-DM1 is synthesized via a multi-step process involving the coupling of S...
1281816-04-3Lys-SMCC-DM1
Source Journal
Organic Chemistry Frontiers
CiteScore:
7.8
Self-citation Rate:
8.7%
Articles per Year:
724
Organic Chemistry Frontiers publishes high-quality research from across organic chemistry. Emphases are placed on studies that make significant contributions to the field of organic chemistry by reporting either new or significantly improved protocols or methodologies. Topics include, but are not limited to the following: Organic synthesis Development of synthetic methodologies Catalysis Natural products Functional organic materials Supramolecular and macromolecular chemistry Physical and computational organic chemistry
Recommended Compounds
(3alpha,5beta,6alpha,7alpha)-6-Ethylcholane-3,7,24-triol
CAS Number:
1537866-49-1
Molecular Formula:
C26H46O3
![(2R,6S)-6-[(Benzyloxy)methyl]-4-{[(2-methyl-2-propanyl)oxy]carbonyl}-2-morpholinecarboxylic acid structure](https://static.chemtradehub.com/structs/109/1093085-91-6-3382.webp "(2R,6S)-6-[(Benzyloxy)methyl]-4-{[(2-methyl-2-propanyl)oxy]carbonyl}-2-morpholinecarboxylic acid structure")
(2R,6S)-6-[(Benzyloxy)methyl]-4-{[(2-methyl-2-propanyl)oxy]carbonyl}-2-morpholinecarboxylic acid
CAS Number:
1093085-91-6
Molecular Formula:
C18H25NO6
N-Methyl-3-(1-naphthyloxy)-3-(2-thienyl)-1-propanamine hydrochloride (1:1)
CAS Number:
1188266-11-6
Molecular Formula:
C18H20ClNOS
2-(4,4-Difluorobutyl)-1H-isoindole-1,3(2H)-dione
CAS Number:
1265341-14-7
Molecular Formula:
C12H11F2NO2
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.