Thionium ions as carbonyl substitutes. Synthesis of cyclic imino thioethers and lactams
Thionium ions as carbonyl substitutes. Synthesis of cyclic imino thioethers and lactams
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锍离子作为羰基取代物。
DOI：
10.1021/ja00547a019
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发表时间：
1980
影响因子：
15
通讯作者：
M. L. Santiago
中科院分区：
文献类型：
--
作者：
B. Trost;M. Vaultier*;M. L. Santiago
（1）65-85%（见表I）。正常和mediumring系统的重排进行得同样好。更高度取代的碳优先于排他地迁移（表I，条目5-9），与类似于施密特反应的向缺电子物质的迁移一致。所选的例子说明了明显优于贝克曼重排和施密特反应的优点。例如，2的重排导致内酰胺4（参见
(1)65-85%(see Table I). Rearrangements of normal and mediumring systems proceeded equally well. The more highly substituted carbon preferentially to exclusively migrated (TableI, entries 5-9), consistent with migration to an electron-deficient species in analogy to the Schmidt reaction. The examples chosen illustrate decided advantages over the Beckmann rearrangement and Schmidt re-action. For example, rearrangement of 2 led to the lactam 4 (see