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15.5.1.1.1.5.1.1.7 Variation 7: From 2,2-Dialkoxy-N-(1-arylalkyl)-N-(benzylsulfonyl)ethylamines

DOI: 10.1055/sos-SD-015-01146

Álvarez, M.; Joule, J. A.Science of Synthesis, (200515714.

When, instead of a tosyl group on the nitrogen (Section 15.5.1.1.1.5.1.1.6), a benzylsulfonyl group is employed, the ring closure of 196 proceeds well to give 2-(benzylsulfonyl)-1,2-dihydroisoquinoline 197, and additionally, final treatment with Raney nickel leads to removal of the N-substituent and aromatization giving 198 (Scheme 90).[‌171‌]

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References


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