Substrate-Dependent Mechanistic Divergence in Decarboxylative Heck Reaction at Room Temperature
IR@IICB: CSIR-Indian Institute of Chemical Biology, Kolkata
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Title |
Substrate-Dependent Mechanistic Divergence in Decarboxylative Heck Reaction at Room Temperature
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Creator |
Hossian, Asik
Bhunia, Samir Kumar Jana, Ranjan Jana |
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Subject |
Chemistry
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Description |
We report herein a Pd(II)-catalyzed Heck-type coupling between arene carboxylic acids and alkenes at room
temperature. Mechanistically, the reaction proceeds in two distinct pathways where electron-rich substrates undergo a palladium(II)-catalyzed decarboxylation and electron-deficient substrates proceed through silver(I)-assisted decarboxylation. Dimethyl sulfoxide (DMSO) or sulfide ligands have positive and negative roles in the
reaction outcome, respectively. The present protocol is combined for the peptide modification under mild reaction conditions.
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Publisher |
American Chemical Society
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Date |
2016
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Type |
Article
PeerReviewed |
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Format |
application/pdf
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Identifier |
http://www.eprints.iicb.res.in/2497/1/JOURNAL_OF_ORGANIC_CHEMISTRY__Volume__81____Issue__6____Pages__2521%2D2533.pdf
Hossian, Asik and Bhunia, Samir Kumar and Jana, Ranjan Jana (2016) Substrate-Dependent Mechanistic Divergence in Decarboxylative Heck Reaction at Room Temperature. The Journal of Organic Chemistry, 81 (6). pp. 2521-2533. |
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Relation |
http://dx.doi.org/10.1021/acs.joc.6b00100
http://www.eprints.iicb.res.in/2497/ |
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