- Method for preparing aryl ketone based on iron-catalyzed free radical-free radical coupling reaction such as ketonic acid decarboxylation and fatty aldehyde de-carbonylation
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The invention discloses a method for preparing an aryl ketone derivative based on a free radical-free radical cross-coupling reaction such as ketonic acid decarboxylation and fatty aldehyde de-carbonylation. The method comprises the following steps: reacting aryl-substituted ketonic acid with fatty aldehyde under the catalytic action of ferric triacetylacetonate to generate an aryl ketone derivative; the gram-grade reaction can be realized by the method only by using 3mol% of an iron catalyst; and the method has the advantages of no need of consumption of a large amount of a Lewis acid catalyst or a stoichiometric organic metal reagent, mild reaction conditions, one-step reaction, few by-products, wide substrate application range and scalable reaction, and overcomes the defects of large catalyst consumption, insufficient functional group tolerance, many by-products and the like in the prior art.
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Paragraph 0092-0094
(2020/05/05)
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- Iron-Catalyzed Cleavage Reaction of Keto Acids with Aliphatic Aldehydes for the Synthesis of Ketones and Ketone Esters
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The radical–radical coupling reaction is an important synthetic strategy. In this study, the iron-catalyzed radical–radical cross-coupling reaction based on the decarboxylation of keto acids and decarbonylation of aliphatic aldehydes to obtain valuable aryl ketones is reported for the first time. Remarkably, when tertiary aldehydes were used as carbonyl sources, ketone esters were selectively obtained instead of ketones. The gram-scale preparation of aryl ketone through this strategy was easily achieved by using only 3 mol % of the iron catalyst. As a proof-of-concept, the bioactive molecule flurprimidol was synthesized in two steps by using this strategy.
- Zhou, Fangyuan,Li, Lesong,Lin, Kao,Zhang, Feng,Deng, Guo-Jun,Gong, Hang
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p. 4246 - 4250
(2020/03/11)
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- O-Trifluoromethylation of Phenols: Access to Aryl Trifluoromethyl Ethers by O-Carboxydifluoromethylation and Decarboxylative Fluorination
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A new strategy for the synthesis of aryl trifluoromethyl ethers (ArOCF3) by combining O-carboxydifluoromethylation of phenols and subsequent decarboxylative fluorination is reported. This protocol allows easy construction of functionalized trifluoromethoxybenzenes and trifluoromethylthiolated arenes (ArSCF3) in moderate to good yields. Moreover, it utilizes accessible and inexpensive reagents sodium bromodifluoroacetate and SelectFluor II and, thus, is practical for O-trifluoromethylation of phenols. The potential application of this method is demonstrated with the preparation of a plant-growth regulator, Flurprimidol.
- Zhou, Min,Ni, Chuanfa,He, Zhengbiao,Hu, Jinbo
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supporting information
p. 3754 - 3757
(2016/08/16)
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- METHOD FOR PREPARATION OF 5-SUBSTITUTED PYRIMIDINES
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The present invention provides a method to prepare 5-substituted pyrimidines by reacting a 5-acylpyrimidine with a suitable nucleophile to afford a 5-methanolpyrimidine, such as flurprimidol.
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- Plant growth regulating formulations
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Plant growth regulating preparations comprising: (a) 0.1-20 wt. % of a 16,17-dihydro gibberellin of formula (Ia) or (Ib); (b) up to 99.9 wt. % of a formulation additive selected from: (b1) the reaction products of triglycerides based on carboxylic acids having 2-30C and ethylene oxide and/or propylene oxide in the presence of a base, and/or (b2) fatty acid alcohol polyethoxylates; (c) up to 50 wt. % of an organic solvent; (d) 0.1-50 wt. % of a formulation auxiliary different from (b1) and (b2); (e) up to 50 wt. % of additional plant growth regulating compounds can be used in agriculture and horticulture to induce the desired effects on, for example, seed germination and seedling growth, rooting, dormancy, juvenility, maturity and senescence, flowering, abscission of leaves, flowers and fruit, fruit set and development, tuber formation, growth of shoot and root, photoassimilation, control of unwanted plants and senescence of whole plants or single organs. The 16,17-dihydroGA's are used to synergize the biological activity of exogenously supplied gibberellins. Particularly in graminaceous species, the compounds synergize the action of exogenous GA's and can, thus, be used to increase the yield of malt and decrease the amount of time required for the malting process, increase the yield of sugar cane and stimulate germination and seedling development in rice, wheat, barley, oats, rye, maize, sorghum, turf grasses and other plant species.
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- Fluoroalkoxyphenyl-substituted nitrogen heterocycles as plant stunting agents
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There is disclosed a class of fluoroalkoxyphenyl-substituted nitrogen-containing heterocycles which are useful as herbicides, plant fungicides, and plant growth regulators. Internodal elongation of plants is inhibited by treatment with compounds of this invention.
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