Premium
One‐Pot Two‐Step Double Annulation of N ‐Methoxybenzamides with Alkynes and Alkenes: Regioselective Construction of Isoindolo[2,1‐ b ]isoquinolin‐5(7 H )‐ones
Author(s) -
Naikawadi Praveen Kumar,
Mucherla Lingaswamy,
Dandela Rambabu,
Sambari Madhavi,
Kumar K. Shiva
Publication year - 2021
Publication title -
advanced synthesis and catalysis
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.541
H-Index - 155
eISSN - 1615-4169
pISSN - 1615-4150
DOI - 10.1002/adsc.202100414
Subject(s) - annulation , regioselectivity , chemistry , amide , alkyne , substrate (aquarium) , combinatorial chemistry , catalysis , stereochemistry , medicinal chemistry , organic chemistry , oceanography , geology
Abstract A one‐pot two‐step double annulation strategy to produce isoindolo[2,1‐ b ]isoquinolin‐5(7 H )‐ones via the reaction of N ‐methoxybenzamides with symmetrical/unsymmetrical alkynes and alkenes has been developed, which proceeds through Ru‐catalysed unsymmetrical double annulations using a single DG under single catalytic conditions. Furthermore, we have developed amide‐alkyne regioselective annulations using unsymmetrical internal alkynes having oxygen/nitrogen substituents leading to a single isomer. The developed procedure offers broad substrate scope, tolerates a wide range of functional groups and affords good product yields.