- Synergistic Combinations Of Active Ingredients
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The present invention relates to novel active compound combinations comprising, firstly, at least one known compound of the formula (I) in which R1 and A have the meanings given in the description and, secondly, at least one further known active compound from groups (2) to (27) listed in the description, which combinations are highly suitable for controlling animal pests such as insects and unwanted acarids and also phytopathogenic fungi.
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- Synergistic Active Compound Combinations Comprising Phenyltriazoles
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The present invention relates to novel active compound combinations comprising, firstly, at least one known compound of the formula (I) in which R1 and R2 have the meanings given in the description. and at least one further known active compound from groups (2) to (27) listed in the description, which combinations are highly suitable for controlling animal pests such as insects and unwanted acarids and also phytopathogenic fungi.
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- Practical, general, and systematic method for optical resolution of gem-dihalo- and monohalocyclopropanecarboxylic acids utilizing chiral 1,1′-binaphtholmonomethyl ethers: Application to the synthesis of three chiral pesticides
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We performed an efficient practical and systematic optical resolution method for gem-dihalo- and monohalocyclopropanecarboxylic acids 1 and 5 utilizing chiral 1,1′-binaphthol monomethyl ether (R)-2 as the key auxiliary. Direct esterification of 1 with (R)-2 gave two 1R- and 1S-diastereomeric esters 3 with marked different Rf values, both of which were easily separated using simple column chromatography. Monodehalogenation of separated chiral esters 3 using t-BuMgCl and cat. Co(dppe)2Cl2 gave two 1,2-trans- and 1,2-cis-diastereomers 4 with markedly different Rf values, both of which were similarly separated using simple column chromatography. The obtained diastereomers 3 and 4 were easily hydrolyzed to the desired enantiopure acids 1 (>99%) and 5 (>99%), respectively, with recovery of (R)-2, both in good to excellent yields. Utilizing the present method, important chiral agrochemicals, carpropamid 6 and fencyclate 7, were readily synthesized. Pyrethroid 9 with three asymmetric centers was efficiently synthesized in a much better yield compared with the reported method. The Royal Society of Chemistry 2008.
- Yasukochi, Hiroaki,Atago, Takayuki,Tanaka, Akihiro,Nakatsuji, Hidefumi,Yoshida, Eri,Kakehi, Akikazu,Nishii, Yoshinori,Tanabe, Yoo
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experimental part
p. 540 - 547
(2008/10/09)
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- Mild, powerful, and robust methods for esterification, amide formation, and thioesterification between acid chlorides and alcohols, amines, thiols, respectively
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We developed two efficient practical methods for esterification, amide formation, and thioesterification between acid chlorides and alcohols, amines, thiols, respectively. The present mild and robust reaction was performed by two separate methods both by combining cheap and readily available amines, N-methylimidazole, and N,N,N′,N′-tetramethylethylenediamine (TMEDA). Method A uses catalytic N-methylimidazole and TMEDA with an equimolar amount of K2CO3, whereas Method B uses equimolar amounts of N-methylimidazole and TMEDA. The salient features are as follows. (i) With regard to reactivity, Method B was superior to Method A for esterification and thioesterification, whereas cost-effective Method A was superior to Method B for amide formation. (ii) Amide formation proceeded smoothly between acid chlorides and less nucleophilic and stereocongested amines such as 2,6-dichloroaniline. (iii) This protocol was applied to the successful synthesis of two agrochemicals, bromobutide and carpropamid.
- Nakatsuji, Hidefumi,Morimoto, Mami,Misaki, Tomonori,Tanabe, Yoo
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p. 12071 - 12080
(2008/03/13)
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