- Syntheses of 2-Benzylbenzofuran Derivatives and 2-Aryl-nitrochroman Derivatives from Nitroalkene Precursors
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Simple and straightforward methods for the synthesis of 2-benzylbenzofuran, 3-substituted 2-benzylbenzofuran, and 2-aryl-nitrochroman derivatives are described. Benzofurans were generated from nitroalkenes by reduction with NaBH4 followed by a Nef reaction and acid-mediated cyclization, whereas 3-substituted 2-benzylbenzofurans were prepared from nitroalkenes by reactions with Grignard reagents followed by a Nef reaction and an acid-mediated cyclization in a one-pot process. The synthesis of chromans involved a Knoevenagel condensation and the 1,4-diazabicyclo[2.2.2]octane (DABCO) assisted cyclization of β-(2-hydroxyphenyl)-nitroethanes and benzaldehydes, also in a one-pot process. Simple and convenient methods for the synthesis of 2-benzylbenzofuran, 3-substituted 2-benzylbenzofuran, and 2-aryl-nitrochroman derivatives are described.
- Huang, Chia-Yu,Kuo, Chun-Wei,Kavala, Veerababurao,Yao, Ching-Fa
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p. 2720 - 2734
(2016/06/08)
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- Neoraufuracin and Ambofuracin. Two Novel 2-Benzyl-2-O-(methyl-β-D-glucopyranos-2-yl)-trans-2,3-dihydrobenzofurans. Synthesis of the Methylated Aglycone
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The structures of two novel 2-benzyl-3-O-(methyl-β-D-glucopyranos-2-yl)-trans-2,3-dihydrobenzofurans are elucidated using high resolution 1H n.m.r., 13C n.m.r., and field-desorption mass spectrometry, and also by synthesis of a derivative of the aglycone moiety common to both compounds.
- Breytenbach, Jaco C.,Rall, Gerhardus J.H.,Roux, David G.,Hull, William E.
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p. 1157 - 1162
(2007/10/02)
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- The Reduction of 2-Benzylidene-3(2H)-benzofuranones with Lithium Aluminium Hydride-Aluminium Chloride
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The reduction of various 2-benzylidene-3(2H)-benzofuranones with lithium aluminium hydride-aluminium chloride in ether gave the corresponding 2-benzylbenzofurans in moderate yields.The reduction of 6-methoxy-2-(4-methoxybenzoyl)benzofuran also yielded 6-m
- Kurosawa, Kazu,Morita, Yasuhiro
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p. 635 - 636
(2007/10/02)
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