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Автор Birch, Anthony J.
Автор Jackson, Anthony H.
Автор Shannon, Patrick V. R.
Дата выпуска 1974
dc.description Schiffʼs bases formed from a variety of alkoxybenzaldehydes and aminoacetaldehyde dimethyl acetal have been hydrogenated to the corresponding benzylamines and converted into N-tosylates. The latter are readily cyclised in dilute mineral acid to isoquinolines in a one-pot reaction; intermediates in this reaction are N-tosyl-1,2-dihydroisoquinolines which can be isolated. N-Benzyl-N-tosylaminoacetaldehyde dimethyl acetal on treatment with dilute acid under the same conditions as for the cyclisation reactions gave N-benzyl-N-tosylaminoacetaldehyde, and then N-tosylbenzylamine; other substituted benzylamino-acetal derivatives similarly when the benzyl group lacked sufficiently activating substituents for cyclisation of the acetal.
Формат application.pdf
Издатель Royal Society of Chemistry
Название A new modification of the pomeranz–fritsch isoquinoline synthesis
Тип research-article
DOI 10.1039/P19740002185
Electronic ISSN 1364-5463
Print ISSN 0300-922X
Журнал Journal of the Chemical Society, Perkin Transactions 1
Первая страница 2185
Последняя страница 2190

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