Facile and innovative catalytic protocol for intramolecular Friedel–Crafts cyclization of Morita–Baylis–Hillman adducts: Synergistic combination of chiral (salen)chromium(III)/BF3·OEt2 catalysis

The chiral (salen)Cr(III)/BF3·OEt2 catalytic combination was found to be an effective catalyst for intramolecular Friedel–Crafts cyclization of electron-deficient Morita–Baylis–Hillman adducts. In presence of mild reaction conditions the chiral (salen)Cr(III)/BF3·OEt2 complex affords 2-substituted-1...

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Bibliographic Details
Published in:Beilstein journal of organic chemistry 2021, Vol.17 (1), p.2186-2193
Main Authors: Soundararajan, Karthikeyan, Jeyarajan, Helen Ratna Monica, Kamarajapurathu, Raju Subimol, Ayyanoth, Karthik Krishna Kumar
Format: Article
Language:English
Subjects:
Adducts
boron trifluoride etherate
By products
Carbon
Catalysis
Catalysts
Chemistry
chiral (salen)chromium(iii)
Chromium
intramolecular friedel–crafts cyclization
Letter
morita–baylis–hillman adducts
Optimization
substituted-1h-indenes
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Summary:The chiral (salen)Cr(III)/BF3·OEt2 catalytic combination was found to be an effective catalyst for intramolecular Friedel–Crafts cyclization of electron-deficient Morita–Baylis–Hillman adducts. In presence of mild reaction conditions the chiral (salen)Cr(III)/BF3·OEt2 complex affords 2-substituted-1H-indenes from unique substrates of Morita–Baylis–Hillman adducts via an easy operating practical procedure.
ISSN:2195-951X
1860-5397
1860-5397
DOI:10.3762/bjoc.17.140