1962
DOI: 10.1021/ja00864a019
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The von Braun Reaction. I. Scope and Limitations

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Cited by 77 publications
(27 citation statements)
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“…12), for example benzamide gives diphenylchloroimine in good yield (Ref. 13). All our attempts to generate the hexa-acid chloride failed and alternarive amide forming reactions, using coupling reagents of the dicyclohexylcarbodiimide type, were ineffective because of problems in removing the reaction by products.…”
Section: Resultsmentioning
confidence: 99%
“…12), for example benzamide gives diphenylchloroimine in good yield (Ref. 13). All our attempts to generate the hexa-acid chloride failed and alternarive amide forming reactions, using coupling reagents of the dicyclohexylcarbodiimide type, were ineffective because of problems in removing the reaction by products.…”
Section: Resultsmentioning
confidence: 99%
“…Tetrahydrofuran (THF) was distilled from Na/benzophenone ketyl under nitrogen. (l-S 2 )Fe 2 (CO) 6 [12], Fe 3 (CO) 12 [14], HSCH 2 (CH 2 - [16], PhHgCl [17] and PhC (Cl)@NPh [18] were prepared according to the literature. Et 3 N and ClCH 2 CO 2 Et were of commercial origin and used without further purification.…”
Section: Methodsmentioning
confidence: 99%
“…2,3 The reaction of 1 with acetic anhydride at 70 o C leads to the bicyclic fragment cleavage at The reaction seems to proceed through the intermediacy of quaternary salt A, which then predictably is cleaved by the acyloxy anion. This transformation can proceed either like Brown 4 or Hofmann 5 reaction, however the current experimental material does not permit to make a definite conclusion about the mechanism. Further work aimed at exploring the scope and limitations of this process is under way.…”
Section: Introductionmentioning
confidence: 78%