Lewis-acid-induced electrophilic substitution in indoles with acetone. Part 2
01 Jan 1980-Journal of The Chemical Society-perkin Transactions 1 (The Royal Society of Chemistry)-Vol. 11, Iss: 18, pp 553-555
TL;DR: The electrophilic substitution reaction of indole with acetone in the presence of boron trifluoride has been followed and the structures of two of the three products isolated have been established as mentioned in this paper.
Abstract: The electrophilic substitution reaction of indole with acetone in the presence of boron trifluoride has been followed and the structures of two of the three products isolated have been established. The structure of compound (1), dimer II, was determined by X-ray diffraction methods as crystals from methanol were monoclinic, space group Cc, and had cell parameters a= 13.383(2), b= 14.064(2), c= 11.638(4)A, β= 114.74(2)°, Z= 4. The structure was refined to a final R value of 0.068.
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TL;DR: The main findings are: Lanthanide(II) Triflates in Organic Synthesis inorganic Synthesis 2295 10.2.1.
Abstract: 2.1.8. Michael Reaction 2245 2.1.9. Others 2247 2.2. Cyclization Reactions 2248 2.2.1. Carbon Diels−Alder Reactions 2248 2.2.2. Aza-Diels−Alder Reactions 2252 2.2.3. Other Hetero-Diels−Alder Reactions 2255 2.2.4. Ionic Diels−Alder Reaction 2256 2.2.5. 1,3-Dipolar Cycloadditions 2256 2.2.6. Other Cycloaddition Reactions 2258 2.2.7. Prins-type Cyclization 2259 2.3. Friedel−Crafts Acylation and Alkylation 2259 2.4. Baylis−Hillman Reaction 2263 2.5. Radical Addition 2264 2.6. Heterocycle Synthesis 2267 2.7. Diazocarbonyl Insertion 2270 3. C−X (X ) N, O, P, Etc.) Bond Formation 2271 3.1. Aromatic Nitration and Sulfonylation 2271 3.2. Michael Reaction 2272 3.3. Glycosylation 2273 3.4. Aziridination 2275 3.5. Diazocarbonyl Insertion 2276 3.6. Ring-Opening Reactions 2277 3.7. Other C−X Bond Formations 2280 4. Oxidation and Reduction 2280 4.1. Oxidation 2280 4.2. Reduction 2281 5. Rearrangement 2283 6. Protection and Deprotection 2285 6.1. Protection 2285 6.2. Deprotection 2288 7. Polymerization 2291 8. Miscellaneous Reactions 2291 9. Lanthanide(II) Triflates in Organic Synthesis 2295 10. Conclusion 2295 11. Acknowledgment 2295 12. References 2295
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