The facile synthesis of 1-benzoazepine derivatives viagold-catalyzed regioselective cycloisomerization reactions of N-(o-alkynylaryl)-N-vinyl sulfonamides

Gold-catalyzed, regioselective cycloisomerization of N-(o-alkynylaryl)-N-vinyl sulfonamides afforded high yields of 2-sulfonylmethyl-1-benzoazepine derivatives. This 7-endo-digselective cyclization proceeds viathe incorporation of an exocyclic double bond by a labile 1-benzoazepine intermediate. The...

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Veröffentlicht in:	Chemical communications (Cambridge, England) England), 2016-03, Vol.52 (26), p.4824-4827
Hauptverfasser:	Undeela, Sridhar, Ravikumar, Gurram, Nanubolu, Jagadeesh Babu, Singarapu, Kiran Kumar, Menon, Rajeev S
Format:	Artikel
Sprache:	eng
Schlagworte:	Bonding Coupling Derivatives Isomerization Substrates Synthesis (chemistry)
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creator	Undeela, Sridhar Ravikumar, Gurram Nanubolu, Jagadeesh Babu Singarapu, Kiran Kumar Menon, Rajeev S
description	Gold-catalyzed, regioselective cycloisomerization of N-(o-alkynylaryl)-N-vinyl sulfonamides afforded high yields of 2-sulfonylmethyl-1-benzoazepine derivatives. This 7-endo-digselective cyclization proceeds viathe incorporation of an exocyclic double bond by a labile 1-benzoazepine intermediate. The cyclization substrates were assembled in two steps from readily available materials using Sonogashira coupling and a Cs sub(2)CO sub(3)-mediated formal vinylic substitution.
doi_str_mv	10.1039/c6cc01061j
format	Article
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source	Royal Society Of Chemistry Journals; Alma/SFX Local Collection
subjects	Bonding Coupling Derivatives Isomerization Substrates Synthesis (chemistry)
title	The facile synthesis of 1-benzoazepine derivatives viagold-catalyzed regioselective cycloisomerization reactions of N-(o-alkynylaryl)-N-vinyl sulfonamides
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