Reactions with arenesulfonyl azides of some indoles with oxygen- and nitrogen-containing substituents was written by Bailey, A. Sydney;Birch, Christopher M.;Illingworth, David;Willmott, Janet C.. And the article was included in Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999) in 1978.Application In Synthesis of 1-Tosylpiperidin-4-one This article mentions the following:
The pyridoindole I (X = NSO2C6H4Me-4) with 4-RC6H4SO2N3 (II, R = O2N) gave 34% spiro compound III. Pyranoindole I (X = O) with II (R = Cl) gave 89% spiro compound IV. Me 1,3-dimethylindole-2-carboxylate with II (R = O2N) in pyridine was kepy 4 wk at 80° to give Me 1,3-dimethyl-2-(p-nitrophenylsulfonylimino)indoline-3-carboxylate by CO2Me migration. Me 1,3-dimethyl-2-indoleacetate with II (R = O2N, Cl) gave the resp. 2-(carbomethoxymethylene)-3-(benzenesulfonamido)indoline derivatives In the experiment, the researchers used many compounds, for example, 1-Tosylpiperidin-4-one (cas: 33439-27-9Application In Synthesis of 1-Tosylpiperidin-4-one).
1-Tosylpiperidin-4-one (cas: 33439-27-9) belongs to piperidine derivatives. Piperidine and its derivatives have become increasingly popular in many synthetic schemes. Piperidine prefers a chair conformation, similar to cyclohexane. Unlike cyclohexane, piperidine has two distinguishable chair conformations: one with the N–H bond in an axial position, and the other in an equatorial position.Application In Synthesis of 1-Tosylpiperidin-4-one
Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem