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Rapid Access to Indoline Spiropyran Scaffolds by Domino‐Knoevenagel/oxa‐Diels‐Alder (DKODA) Reaction at Room Temperature
Author(s) -
Dommaraju Yuvaraj,
Borthakur Somadrita,
Prajapati Dipak
Publication year - 2016
Publication title -
chemistryselect
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.437
H-Index - 34
ISSN - 2365-6549
DOI - 10.1002/slct.201601707
Subject(s) - spiropyran , indoline , knoevenagel condensation , domino , diels–alder reaction , chemistry , photochemistry , organic chemistry , photochromism , catalysis
A facile method has been developed for the synthesis of a novel indoline spiropyran derivatives via three‐component, catalyst‐free domino Knoevenagel/oxa‐Diels‐Alder (DKODA) reaction strategy at room temperature. The key step of the methodology is the in situ generation of oxa diene from Knoevenagel condensation of 4‐hydroxycoumarin 1 and aldehyde 2 undergoes oxa‐Diels‐Alder cyclization with dienophile 1,3,3‐trimethyl‐2‐methyleneindoline 3 to give the indoline spiropyran derivative 4 .