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Full-Text Articles in Chemistry
4-PhenylSulfonYl-2-(P-TolylSulfonYl)-1h,8h-Pyrrolo[2,3-B]Indole, Jeanese C. Badenock, Jason A. Jordan, Erin T. Pelkey, Gordon W. Gribble, Jerry P. Jasinski
4-PhenylSulfonYl-2-(P-TolylSulfonYl)-1h,8h-Pyrrolo[2,3-B]Indole, Jeanese C. Badenock, Jason A. Jordan, Erin T. Pelkey, Gordon W. Gribble, Jerry P. Jasinski
Dartmouth Scholarship
The title compound, C23H18N2O4S2, contains a pyrrolo group fused onto the plane of an indole ring with phenylsulfonyl and p-toluenesulfonyl groups bonded to the indole and pyrrolo rings. The angles between the mean planes of the pyrrolo- indole ring and the phenylsulfonyl and p-toluenesulfonyl rings are 73.7 (6) and 80.6 (0), respectively. The dihedral angle between the mean planes of the two benzene rings is 78.7 (4). In the crystal, both classical N—H O and non-classical C— H O intermolecular hydrogen-bonding interactions are observed, as well as weak – interactions [centroid–centroid distances = 3.6258 (8) and 3.9298 (8) …
An Improved Synthesis Of A Ring-C Precursor To Cobyric Acid, Hui Wang, Peter A. Jacobi
An Improved Synthesis Of A Ring-C Precursor To Cobyric Acid, Hui Wang, Peter A. Jacobi
Dartmouth Scholarship
Alkyne acid 10 was prepared in enantioselective fashion from allylic ester derivative (R)-18 via an E-selective Ireland-Claisen rearrangement followed by Si-assisted elimination of HBr. The present route offers significant advantages in terms of both scalability and overall yield compared to that previously described. Alkyne acid 10 is an attractive ring-C precursor for an ongoing synthesis of cobyric acid.
1, 2-Bis (Phenylsulfonyl)-1h-Indole As An Acceptor Of Organocuprate Nucleophiles, David C. Qian, Philip E. Alford, Tara L. S. Kishbaugh, Sean T. Jones, Gordon W. Gribble
1, 2-Bis (Phenylsulfonyl)-1h-Indole As An Acceptor Of Organocuprate Nucleophiles, David C. Qian, Philip E. Alford, Tara L. S. Kishbaugh, Sean T. Jones, Gordon W. Gribble
Dartmouth Scholarship
1,2-Bis(phenylsulfonyl)-1H-indole is a novel example of an electron-deficient indole that undergoes nucleophilic attack at C-3. Though a variety of other organometallic nucleophiles fail to engender nucleophilic substitution, organocuprates produce 3-substituted 2-(phenylsulfonyl)-1H-indoles. These reactions contribute to the growing number of examples of nucleophilic addition to the indole core.