The Properties of Unsaturated Sulfur Compounds. II. Alpha, Beta-Unsaturated Ketosulfones

Kohler, E. P.; Larsen, R. G.

doi:10.1021/ja01311a022

Cited by 21 publications

(7 citation statements)

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“…C1,H,,I04S requires C, 37.71; H, 3.96%); v,,,. (Nujol) 1 735 (C=O), 1 315, and 1 130 cm-' (SO,); 8,(CDCl,) 1.45 (3 H, d, J7.5 Hz, MeCH), 2.4 (3 H, s, MeAr), 3.5-3.9 (4 H, m with sat 3.75, CHS and MeO), 4.65 (1 H, d, J 10 Hz, CHI), and 7.4 and 7.8 (4 H, 2 d, J 8 Hz, ArH); G, (CDCl,) 18.0 (MeCH), 19.3 (CHI), 21.5 (MeAr), 53.4 (MeO), 61.5 (CHS), 129.0,130.0,133.7,145.5 (Arc), and 169.9 (CO); m/z 382 (M', 2'73,227 (45), 155 (21), 100 (24), 91 (loo), 69 (45), and 65 (50). 127.7,129.9,137.4,145.2 (Arc), and 170.9 (CO); m/z 382 (Mf, l % ) , 255 (9), 227 (12), 199 (ll), 155 (47), 127 (lo), 100 (13), 91 (loo), 69 (38), and 65 (30).…”

Section: -Iodo-4-(p-tolylsulphonyl)pentan-2-one (2cmentioning

confidence: 99%

Regio- and stereo-selective synthesis of β-sulphonyl-α,β-unsaturated carbonyl compounds via an iodosulphonylation–dehydroiodination reaction

Nájera¹,

Baldo²,

Yus³

1988

J. Chem. Soc., Perkin Trans. 1

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Section: -Iodo-4-(p-tolylsulphonyl)pentan-2-one (2cmentioning

confidence: 99%

Regio- and stereo-selective synthesis of β-sulphonyl-α,β-unsaturated carbonyl compounds via an iodosulphonylation–dehydroiodination reaction

Nájera¹,

Baldo²,

Yus³

1988

J. Chem. Soc., Perkin Trans. 1

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“…3,3-Diphenylacrylaldehyde 3 (Optimized Procedure): A mixture of NaOAc (123.0 mg, 1.5 mmol), ( n Bu) 4 NBr (322.4 mg, 1.0 mmol), iodobenzene (168 μL, 1.5 mmol), and trans -cinnamaldehyde (126 μL, 1.0 mmol) in DMF (7.5 mL) was heated to 120 °C. Pd(OAc) 2 (1.1 mg, 5 μmol) was dissolved in DMF (2.5 mL).…”

Section: Methodsmentioning

confidence: 99%

Optimization of the Mizoroki−Heck Reaction Using Design of Experiment (DoE)

Aggarwal

Staubitz

Owen

2005

Org. Process Res. Dev.

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The influence of the variables concentration, temperature, time, and amounts of base and palladium on the yield of a Heck reaction was investigated using statistical methods (DoE) in a systematic sequential study. This revealed that temperature, concentration, and amount of palladium were the most important variables with a factor interaction between temperature and concentration. Through this approach, the yield of the Heck reaction was improved from 57% to 98% (89% isolated) with concomitant reduction of palladium loading from 3% to 0.5%.

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“…Because the soda lime used in Expt. [1][2][3][4][5][6][7] was found by analysis to comprise over -90% calcium hydroxide, pure calcium hydroxide and calcium oxide were tested as condensing agents. Data for these tests are included in Table I.…”

Section: Introductionmentioning

confidence: 99%