1H NMR, 19F NMR, 13C NMR spectra, and high-resolution mass spectra (HRMS) in the Spectra.zip file are used to describe the structure and the exact molecular mass of 46 new compounds in the publication: Photocatalyzed/base-mediated defluorinative three-component cascade cyclization: Access to monofluorocyclohexenes and 6-fluoro-1,2,3,4-tetrahydropyridines. (DOI:10.1021/acs.orglett.5c00675)

Description of the data and file structure

Spectra.zip includes FID for Publication.zip and a folder named HRMS for Publication. The documents are classified and named for the compound number designated in the manuscript and SI, and by 1H, 13C, or 19F for 1H NMR, 13C NMR, or 19F NMR, respectively.

Abbreviations used are as follows:

NMR: nuclear magnetic resonance

SI: supporting information (meaning, Supplementary Materials document)

HRMS: high-resolution mass spectra

The full name of the compounds represented by the compound number

4a: dimethyl 2-(4-([1,1'-biphenyl]-4-yl)-2-butoxy-5,5-difluoropent-4-en-1-yl) malonate

5a: dimethyl 5-butoxy-2-fluoro-5,6-dihydro-[1,1':4',1''-terphenyl]-3,3(4H)-dicarboxylate

5b: dimethyl 5-butoxy-2-fluoro-5,6-dihydro-[1,1'-biphenyl]-3,3(4H)-dicarboxylate

5c: dimethyl 5-butoxy-2-fluoro-4'-methyl-5,6-dihydro-[1,1'-biphenyl]-3,3(4H)-dicarboxylate

5d: dimethyl 5-butoxy-4'-(tert-butyl)-2-fluoro-5,6-dihydro-[1,1'-biphenyl]-3,3(4H)-dicarboxylate

5e: dimethyl 5-butoxy-2-fluoro-4'-methoxy-5,6-dihydro-[1,1'-biphenyl]-3,3(4H)-dicarboxylate

5f: dimethyl 5-butoxy-4'-chloro-2-fluoro-5,6-dihydro-[1,1'-biphenyl]-3,3(4H)-dicarboxylate

5g: dimethyl 5-butoxy-4'-cyano-2-fluoro-5,6-dihydro-[1,1'-biphenyl]-3,3(4H)-dicarboxylate

5h: trimethyl 5-butoxy-2-fluoro-5,6-dihydro-[1,1'-biphenyl]-3,3,4'(4H)-tricarboxylate

5i: dimethyl 5-butoxy-2-fluoro-3'-methyl-5,6-dihydro-[1,1'-biphenyl]-3,3(4H)-dicarboxylate

5j: dimethyl 5-butoxy-2-fluoro-3-(naphthalen-1-yl)cyclohex-2-ene-1,1-dicarboxylate

5k: dimethyl 5-butoxy-2-fluoro-3-(naphthalen-2-yl)cyclohex-2-ene-1,1-dicarboxylate

5l: dimethyl 5-butoxy-2-fluoro-3-(quinolin-3-yl)cyclohex-2-ene-1,1-dicarboxylate

5m: dimethyl 5-acetoxy-2-fluoro-5,6-dihydro-[1,1':4',1''-terphenyl]-3,3(4H)-dicarboxylate

5n: dimethyl 2-fluoro-5-(2-oxopyrrolidin-1-yl)-5,6-dihydro-[1,1':4',1''-terphenyl]-3,3(4H)-dicarboxylate

5o: dimethyl 5-butyl-2-fluoro-5,6-dihydro-[1,1':4',1''-terphenyl]-3,3(4H)-dicarboxylate

5p: dimethyl 5-benzyl-2-fluoro-5,6-dihydro-[1,1':4',1''-terphenyl]-3,3(4H)-dicarboxylate

5q: dimethyl 5-((1,3-dioxoisoindolin-2-yl)methyl)-2-fluoro-5,6-dihydro-[1,1':4',1''-terphenyl]-3,3(4H)-dicarboxylate

5r: dimethyl 5-acetoxy-2-fluoro-5-methyl-5,6-dihydro-[1,1':4',1''-terphenyl]-3,3(4H)-dicarboxylate

5s: 9-ethyl 2,2-dimethyl 4-([1,1'-biphenyl]-4-yl)-3-fluorospiro[5.5]undec-3-ene-2,2,9-tricarboxylate

5t: dimethyl 6-([1,1'-biphenyl]-4-yl)-5-fluoro-1,2,3,3a,7,7a-hexahydro-4H-indene-4,4-dicarboxylate

5u: dimethyl 6-([1,1'-biphenyl]-4-yl)-5-fluoro-3,3a,7,7a-tetrahydrobenzofuran-4,4(2H)-dicarboxylate

5v: dimethyl 7-([1,1'-biphenyl]-4-yl)-6-fluoro-2,3,4,4a,8,8a-hexahydro-5H-chromene-5,5-dicarboxylate

5w: methyl (7aR)-5-([1,1'-biphenyl]-4-yl)-4-fluoro-7,7-dimethyl-3-oxo-1,6,7,7a-tetrahydroisobenzofuran-3a(3H)-carboxylate

7a: 5-([1,1'-biphenyl]-4-yl)-3-butoxy-6-fluoro-1-tosyl-1,2,3,4-tetrahydropyridine

7b: 3-butoxy-6-fluoro-5-(4-methoxyphenyl)-1-tosyl-1,2,3,4-tetrahydropyridine

7c: methyl-4-(5-butoxy-2-fluoro-1-tosyl-1,4,5,6-tetrahydropyridin-3-yl)benzoate

7d: 3-butoxy-5-(3-chlorophenyl)-6-fluoro-1-tosyl-1,2,3,4-tetrahydropyridine

7e: 5-([1,1'-biphenyl]-2-yl)-3-butoxy-6-fluoro-1-tosyl-1,2,3,4-tetrahydropyridine

7f: 5-(benzo[b]thiophen-3-yl)-3-butoxy-6-fluoro-1-tosyl-1,2,3,4-tetrahydropyridine

7g: 3-(5-butoxy-2-fluoro-1-tosyl-1,4,5,6-tetrahydropyridin-3-yl)quinoline

7h: 5-([1,1'-biphenyl]-4-yl)-3-(benzyloxy)-6-fluoro-1-tosyl-1,2,3,4-tetrahydropyridine

7i: methyl 4-([1,1'-biphenyl]-4-yl)-3-fluoro-2-tosyl-2-azaspiro[5.5]undec-3-ene-9-carboxylate

7j: 5-([1,1'-biphenyl]-4-yl)-6-fluoro-3-methoxy-3-methyl-1-tosyl-1,2,3,4-tetrahydropyridine

7k: 5-([1,1'-biphenyl]-4-yl)-6-fluoro-3-methyl-3-phenoxy-1-tosyl-1,2,3,4-tetrahydropyridine

7l: 5-([1,1'-biphenyl]-4-yl)-3-(((10S,13S,14R)-10,13-dimethyl-16-((S)-6-methylheptan-2-yl)-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-yl)oxy)-6-fluoro-1-tosyl-1,2,3,4-tetrahydropyridine

7m: 5-([1,1'-biphenyl]-4-yl)-3-(((3aR,5S,6S,6aR)-5-((S)-4,4-dimethyl-1,3-dioxolan-2yl)-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxol-6-yl)oxy)-6-fluoro-1-tosyl-1,2,3,4-tetrahydropyridine

7n: 5-([1,1'-biphenyl]-4-yl)-3-butoxy-6-fluoro-1-(phenylsulfonyl)-1,2,3,4-tetrahydropyridine

7o: 5-([1,1'-biphenyl]-4-yl)-3-butoxy-6-fluoro-1-(methylsulfonyl)-1,2,3,4-tetrahydropyridine

7p: 5-([1,1'-biphenyl]-4-yl)-3-butoxy-1-(cyclopropylsulfonyl)-6-fluoro-1,2,3,4-tetrahydropyridine

8: methyl 5-butoxy-2-fluoro-3,4,5,6-tetrahydro-[1,1':4',1''-terphenyl]-3-carboxylate

9: 8-([1,1'-biphenyl]-4-yl)-10-butoxy-7-fluoro-2,4-diazaspiro[5.5]undec-7-ene-1,3,5-trione

10: 8-([1,1'-biphenyl]-4-yl)-10-butoxy-7-fluoro-3,3-dimethyl-2,4-dioxaspiro[5.5]undec-7-ene

11: 5-([1,1'-biphenyl]-4-yl)-3-butoxy-6-methoxy-2,3,4,5-tetrahydropyridine

12: 3-([1,1'-biphenyl]-4-yl)-5-butoxypyridine 4-methylbenzenesulfonate

13: dimethyl 2-((2-(2-([1,1'-biphenyl]-4-yl)-3,3-difluoroallyl)-6,6-dimethylbicyclo[3.1.1]heptan-2-yl)methyl)malonate

FID for Publication.zip

Includes 1H NMR, 19F NMR, 13C NMR spectra fid documents of compounds 4a, 5a-5w, 7a-7p, 8-13. The data files are packaged into folders for each compound characterized in the manuscript. The data are structured in folders for each NMR spectrum. Each folder contains the fid files and all acquisition and processing parameters used while obtaining the NMR spectrum. The folder should provide all information necessary to open the data and display the NMR spectrum in the NMR processing software. Mestrenova. Accessing this data will allow users to view NMR spectra interactively.

HRMS for Publication folder

Includes .png and .pdf documents of high-resolution mass spectra test figures of compounds 4a,5a-5w, 7a-7p,8-13. The exact molecular mass of each compound can be found in the figure.

Sharing/access Information

NMR data will be available as images, and HRMS data will be provided as the extracted mass values in the SI for this manuscript.