Synthesis p. 703 - 708 (1991)
Update date:2022-08-04
Topics:
Katritzky
Zhao
Hitchings
Hindered alkyl aldehydes react with benzotriazole and ammonia in dry ethanol or methanol to yield the corresponding bis[1-(benzotriazol-1-yl)alkyl]amines 2. The reaction of aryl aldehydes, however, yields 1-(benzotriazol-1-yl)-N-alkylidenealkylamines 3. The reactions of adducts 2 and 3 with lithium aluminum hydride furnishes dialkyl- and dibenzylamine derivatives 4. Although the reactions of 2 and 3 with organometallic reagents are not as general, in several cases the reactions of amines 2 with Grignard reagents yield 1-alkyl or aryl substituted N-alkylidenealkylamines 5. Similar reactions of amines 2 with phenyl lithium afford 1,1'-diphenyldialkylamines 7.
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Doi:10.3390/pharmaceutics11110593
(2019)Doi:10.1021/jacs.5b05559
(2015)Doi:10.1002/jhet.5570280502
(1991)Doi:10.1002/ejic.201101440
(2012)Doi:10.3109/14756366.2011.588228
(2012)Doi:10.1016/j.cclet.2012.03.006
(2012)