- A Straightforward Conversion of Activated Amides and Haloalkanes into Esters under Transition-Metal-Free Cs 2 CO 3 /DMAP Conditions
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The esterification of activated amides, N -acylsaccharins, under transition-metal-free conditions with good functional group tolerance has been developed, resulting in C-N cleavage leading to efficient synthesis of a variety of esters in moderate to good yields. This work demonstrates that esterification may proceed by using simple N -acylsaccharins, haloalkanes, and Cs 2 CO 3 as oxygen source.
- Chen, Liuqing,Gu, Ying,Jian, Junsheng,Liu, Yueping,Miao, Liqiong,Wang, Zijia,Zeng, Zhuo
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p. 4078 - 4084
(2019/10/28)
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- Addition of carboxylic acids to alkynes catalysed by ruthenium complexes
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The addition of carboxylic acids to alkynes has been found to be catalyzed by Ru3(CO)12 as well as by dimeric ruthenium carboxylate complexes of general structure 2.The reaction yields vinyl esters.It was found to be general with respect
- Rotem, Michal,Shvo, Youval
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p. 189 - 204
(2007/10/02)
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- phosphonium Salts, 3. Reductive C-Acylation of Aromatic Aldehydes
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The phosphonium salts 5 are synthesized from aldehydes 1, arenecarbonyl chlorides 2 and triphenylphosphane (4), and can then be deprotonated to 7. 7 react as acyl anion equivalents with aromatic aldehydes 9 forming enol esters 10, which are transformed to alkanones 11.The new aldehyde 9->alkanone 11-transformation is characterised as a reductive C-acylation of aromatic aldehydes.
- Anders, Ernst,Gassner, Thomas
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p. 1034 - 1038
(2007/10/02)
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- Acylation Reactions of Carbonyl Compounds with 1-Acylpyridinium Salts
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1-Acyl-4-benzylpyridinium tetrafluoroborates 5 have been used to derive generally applicable guidelines for the reaction of aldehydes 6 and ketones 7 with 1-acylpyridinium salts (scheme 2): a) Non-enolizable aldehydes 6 react with 5 to give N-pyridinium salts 14. b) Enolizable aldehydes 6 can be transformed by means of 5 into pyridinium salts 14 and enol esters 12, respectively.Using aldehyde 6b as an example, it was possible to show that the reaction course (formation of 12 or 14) can be controlled by simple variation of the reaction conditions. c) In general, ketones will not react with 5.The range of applicability of this guidelines has been defined. - We suggest, that the reaction course is mainly determined by the formation of the carbenium ion 19 and the aldehyde-pyridine derivative addition product 8.
- Anders, Ernst,Will, Wolfgang,Gassner, Thomas
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p. 1506 - 1519
(2007/10/02)
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