Regioselective Markovnikov hydrochalcogenation of terminal alkynes with indium(III) benzenechalcogenolates

Synlett

Volumn , Issue 8, 2008, Pages 1165-1170

  Peppe, Clovis ^a   De Castro, Liérson Borges ^a   Mello, Melina De Azevedo ^a   Barros, Olga Soares Do Rego ^a  

^a FEDERAL UNIVERSITY OF SANTA MARIA   (Brazil)

Author keywords

Aminoalkynes; Hydrochalcogenation; Indium(III) benzenechalcogenolates; Regioselective Markovnikov addition

Indexed keywords

ALKYNE; CHALCOGEN; INDIUM 111;

ARTICLE; CATALYSIS; CHEMICAL REACTION; CROSS COUPLING REACTION; NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY; SYNTHESIS;

EID: 44449139520     PISSN: 09365214     EISSN: None     Source Type: Journal    
DOI: 10.1055/s-2008-1072725     Document Type: Article

References (39)

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35. 3): δ = 7.52 (m, 2 H), 7.23 (m, 3 H), 5.51 (s, 0.2 H), 4.80 (s, 0.2 H), 3.64 (m, 4 H), 3.14 (s, 2 H), 2.38 (m, 4 H).
36. 3): δ = 134.33, 133.04, 131.55, 129.53, 129.28, 129.21, 129.08, 127.84, 126.95, 123.81, 66.80, 63.26, 52.97; 2D-NOE: no effect involving the singlet at δ = 6.67 ppm as required by the E-stereoisomer.
37. 3): δ = 7.34 (m, 5 H), 5.95 (tq, J = 7.3 Hz, 1.2 Hz, 0.5 H), 5.89 (tq, J = 7.3 Hz, 1.2 Hz, 0.5 H), 2.38 (q, J = 7.2 Hz, 1 H), 2.19 (q, J = 7.3 Hz, 1 H), 1.97 (d, J = 1.2 Hz, 1.5 H), 1.94 (d, J = 1.2 Hz, 1.5 H), 1.47 (m, 2 H), 1.35 (m, 8 H), 0.95 (m, 3 H).
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