- Pd-catalyzed cross-coupling study of bi-functional 3-bromo-4-trifloxycoumarins with triarylbismuth reagents
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Abstract The cross-coupling reactions of functionalized 3-bromo-4-trifloxycoumarins have been explored with threefold arylating triarylbismuth reagents. These palladium-catalyzed reactions afforded chemo-selective C-4 arylations with the facile formation of 3-bromo-4-arylcoumarins in good to high yields. Additionally, palladium-catalyzed arylations of functionalized 3-bromo-4-arylcoumarins also participated in the second arylation to give functionalized 3,4-diarylcoumarins in high yields.
- Rao, Maddali L.N.,Kumar, Abhijeet
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- Pd-catalyzed tandem chemoselective synthesis of 2-arylbenzofurans using threefold arylating triarylbismuth reagents
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A tandem chemoselective synthesis of 2-arylbenzofurans was accomplished from o-hydroxy-gem-(dibromovinyl)benzenes and BiAr3 reagents under palladium-catalyzed conditions. This unique and synthetically valuable strategy proceeds through three consecutive coupling reactions involving triarylbismuth reagents and provides 2-arylbenzofuran products in high yields. A tandem chemoselective synthesis of 2-arylbenzofurans was accomplished from o-hydroxy-gem-(dibromovinyl)benzenes and BiAr3 reagents under palladium-catalyzed conditions. This unique and synthetically valuable strategy proceeds through three consecutive coupling reactions involving triarylbismuth reagents and provides 2-arylbenzofuran products in high yields. Copyright
- Rao, Maddali L. N.,Jadhav, Deepak N.,Dasgupta, Priyabrata
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p. 781 - 788
(2013/03/13)
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- Synthesis of functionalized 2-arylthiophenes with triarylbismuths as atom-efficient multicoupling organometallic nucleophiles under palladium catalysis
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Atom-efficient cross-coupling reactions of functionalized 2-bromo- and 2-iodothiophenes have been demonstrated using triarylbismuths as atom-efficient multicoupling organometallic nucleophiles under palladium-catalyzed conditions. These couplings with various functionalized triarylbismuths proceeded smoothly to afford the corresponding functionalized 2-arylthiophenes in high yields. Georg Thieme Verlag Stuttgart · New York.
- Rao, Maddali L. N.,Banerjee, Debasis,Dhanorkar, Ritesh J.
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supporting information; experimental part
p. 1324 - 1330
(2011/07/07)
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- Pd-catalyzed domino synthesis of internal alkynes using triarylbismuths as multicoupling organometallic nucleophiles
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Figure presented The domino coupling reaction of 1,1-dibromo-1-alkenes with triarylbismuth nucleophiles has been demonstrated to furnish disubstituted alkynes directly under catalytic palladium conditions. The couplings of triarylbismuths as multicoupling nucleophiles with 3 equiv of 1,1-dibromo-1-alkenes are very fast, affording high yields of alkynes in a short reaction time. Thus, an efficient domino process has been accomplished using 1,1-dibromo-1-alkenes as surrogates for internal alkyne synthesis in couplings with triarylbismuths in a one-pot operation.
- Rao, Maddali L. N.,Jadhav, Deepak N.,Dasgupta, Priyabrata
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supporting information; experimental part
p. 2048 - 2051
(2010/07/03)
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- Pd-catalyzed synthesis of α-aryl ketones through couplings of α-arylacetyl chlorides with triarylbismuths as multi-coupling nucleophiles
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The cross-coupling reaction of α-arylacetyl chlorides with triarylbismuths was studied under Pd-catalyzed conditions. The reaction was found to be facile under the established protocol and furnished high yields of α-aryl ketones in short reaction times. T
- Rao, Maddali L.N.,Giri, Somnath,Jadhav, Deepak N.
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experimental part
p. 6133 - 6138
(2010/02/27)
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- Evidence for the Occurrence of Substitution Side Products in Grignard Reactions
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In the formation of Grignard reagents from 4-bromoalkoxybenzene and their subsequent coupling reactions with allylic halides, the unusual minor side products, 8 - 14 have been obtained.
- Lajis, Nordin Hj.,Khan, Mohammad Niyaz,Hassan, Hazimah A.
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p. 3405 - 3410
(2007/10/02)
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