The paper by Order and Lindwall [1] agrees with you that the R-T reaction gives indole-3-carboxaldehyde.
Since its isolation in 1903 by Hopkins and Cole (1), 3-indole aldehyde has been investigated very little. It was first prepared by Ellinger (2) from indole through the use of the Reimer-Tiemann reaction. This method was improved on later by Boyd and Robson (3).
References
Order, R. B. V.; Lindwall, H. G. 3-Indole Aldehyde and Certain of Its Condensation Products. J. Org. Chem.1945, 10 (2), 128–133. DOI: 10.1021/jo01178a006.
The paper by Order and Lindwall [1] agrees with you that the R-T reaction gives indole-3-carboxaldehyde.
Since its isolation in 1903 by Hopkins and Cole (1), 3-indole aldehyde has been investigated very little. It was first prepared by Ellinger (2) from indole through the use of the Reimer-Tiemann reaction. This method was improved on later by Boyd and Robson (3).
References
Order, R. B. V.; Lindwall, H. G. 3-Indole Aldehyde and Certain of Its Condensation Products. J. Org. Chem.1945, 10 (2), 128–133. DOI: 10.1021/jo01178a006.
Also note that the answer refers to C2 as "most electrophilic", which is true. But in the first step of the R-T reaction, the aromatic ring acts as a nucleophile, so the reaction happens at the most nucleophilic position (C3) rather than the electrophilic position (C2).More
The paper by Order and Lindwall [1] agrees with you that the R-T reaction gives indole-3-carboxaldehyde.
References
The paper by Order and Lindwall [1] agrees with you that the R-T reaction gives indole-3-carboxaldehyde.
References
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