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Title: Construction of spiropyrans via [4+2] photocycloaddition reactions and its computational investigation
Authors: Singh, Saurabh
Joshi, Rahul
Pardasani, R T
Keywords: Chalones;2-Chloropropene;DFT-B3LYP/6-31-G+ (2d,2p);Heteroary ketones;Thioisatin
Issue Date: Aug-2020
Publisher: NISCAIR-CSIR, India
Abstract: [4+2]-Photochemical cycloaddition provides one of the most efficient and versatile route for the exploring of carbocyclic and heterocyclic frameworks of different sizes with high atom economy. [4+2] photocycloaddition of the chalcones (2a-h) obtained by Knoevenagel condensation of thiosatin and different heteroaryl ketones viz. 2-acetyl, 3-acetyl, 4-acetylpyridines and 2-acetylthiophene olefinic 2-chloropropene with as dienophiles led to the construction of six membered novel spiropyran heterocycles (3a-h) with 60% yield. The mechanism of the [4+2] photocycloaddition reaction has been investigated in detail by DFT-B3LYP/6-31-G+ (2d, 2p) computational method.
Page(s): 1216-1224
ISSN: 0975-0983(Online); 0376-4699(Print)
Appears in Collections:IJC-B Vol.59B(08) [August 2020]

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