Tranformations of bromomethyl(adamantyl)ketone under favorskii reaction conditions

Isaev S.D.; Novikova M.I.; Chizhov O.S.

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Tranformations of bromomethyl(adamantyl)ketone under favorskii reaction conditions

机译：偏爱反应条件下溴甲基（金刚烷基）酮的转化

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Bromomethyl(adamantyl-1)ketone behaviour on sodium (potassium) alkoholates treatment was studied. Considerable steric hindrances to alkoxy anion attack on carbonyl carbon atom were denoted. The distinctive disproportination of bromomethyl(adamantyl-1)ketone to methyl(adamantyl-1)ketone and dibromomethyl(adamantyl-1)ketone was observed in the presence of bulky alkoxides such as isopropoxide and tert-butoxyde. The final product of the reaction was trans-1,2-bis(adamantoyl-1)oxyrane, the structure was shown by X-ray analysis. The transformation schemes and possible reaction mechanisms are given.

机译：研究了溴甲基（金刚烷基-1）酮对醇钠（钾）处理的行为。指出了对烷氧基阴离子攻击羰基碳原子的相当大的空间位阻。在存在大量醇盐如异丙醇和叔丁氧基的情况下，观察到溴甲基（金刚烷基-1）酮向甲基（金刚烷基-1）酮和二溴甲基（金刚烷基-1）酮的歧化。反应的最终产物是反式1,2-双（金刚烷基-1）氧杂环戊烷，其结构通过X射线分析显示。给出了转化方案和可能的反应机理。

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《Украинский химический журнал》 |1999年第10期|p.137-143|共7页
作者
Isaev S.D.; Novikova M.I.; Chizhov O.S.;
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收录信息美国《科学引文索引》(SCI);
原文格式 PDF
正文语种 rus
中图分类化学;
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1. Favorskii Rearrangement in the Reaction of 3-(1-Adamantyl)-1-chloro-2-propanone with Amines [J] . N.V.Makarova, I.K.Moiseev, M.N.Zemtsova Russian Journal of General Chemistry . 2002,第1期

机译：3-（1-金刚烷基）-1-氯-2-丙酮与胺反应中的Favorskii重排
2. Weak Bases‐Mediated Modified Favorskii Reaction‐Type Direct Alkynylation/(E)‐Alkenylation: A Unified Rapid Access to α,β‐Unsaturated Ketones and Propargyl Alcohols [J] . Tiwari Mohit K., Yadav Lalit, Kumar Shyamlal Bharti Rajesh, Asian Journal of Organic Chemistry . 2019,第12期

机译：弱碱介导的修饰型Favorskii反应型直接炔基/（e） - 链烯酰化：对α，β-不饱和酮和丙醇醇的统一快速进入
3. Improved Synthesis of Tertiary Propargyl Alcohols by the Favorskii Reaction of Alkyl Aryl (Hetaryl) Ketones with Acetylene [J] . E. Yu. Shmidt, I. A. Bidusenko, N. I. Protsuk Russian Journal of Organic Chemistry . 2013,第1期

机译：烷基芳基（杂芳基）酮与乙炔的Favorskii反应改进了叔丙基丙醇的合成
4. Preparation of Various Ketones from the Reaction of Ketones and Alcohols Catalyzed by an Ir Complex [C] . Kensaku Maeda, Satoshi Sakaguchi, Yasushi Obora Symposium on Organometallic Chemistry . 2006

机译：从酮和红外复合物催化的醇和醇的反应制备各种酮
5. THE FORMATION OF 1-METHYL-6,7-BENZOBICYCLO(3.2.2)NON-6-ENE FROM THE FRIEDEL-CRAFTS REACTION OF 1,1-BIS(BROMOMETHYL)CYCLOHEXANE WITH BENZENE. [D] . FUCHS, PAUL IRVING. 1976

机译：1，1-双（溴甲基）环己烷与苯的弗里德尔-克拉夫茨反应形成的1-甲基-6,7-苯并双环（3.2.2）非-6-烯。
6. The unusual Favorskii-Nazarov reaction of dicyclopropyl ketone [O] . George A. Olah, G. K. Surya Prakash, Gao Liang 1976

机译：二环丙基酮的异常Favorskii-Nazarov反应
7. The unusual Favorskii-Nazarov reaction of dicyclopropyl ketone [O] . Olah, George A., Prakash, G. K. Surya, Liang, Gao 1976

机译：二环丙基酮的异常Favorskii-Nazarov反应

Tranformations of bromomethyl(adamantyl)ketone under favorskii reaction conditions

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