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Volumn , Issue 1, 2010, Pages 168-173

Green synthesis of vicinal dithioethers and alkenyl thioethers from the reaction of alkynes and thiols in water

Author keywords

Alkynes; Green chemistry; Hydrothiolation; Radicals; Thiols

Indexed keywords


EID: 73349084927     PISSN: 1434193X     EISSN: 10990690     Source Type: Journal    
DOI: 10.1002/ejoc.200901101     Document Type: Article
Times cited : (26)

References (103)
  • 2
    • 0004199443 scopus 로고
    • Oxford University Press, Oxford, New York
    • G. H. Whitham, Organosulfur chemistry, Oxford University Press, Oxford, New York, 1995.
    • (1995) Organosulfur chemistry
    • Whitham, G.H.1
  • 29
    • 52149114261 scopus 로고    scopus 로고
    • a) J. F. Hartwig, Nature 2008, 455, 314-322;
    • (2008) Nature , vol.455 , pp. 314-322
    • Hartwig, J.F.1
  • 33
    • 27644486297 scopus 로고    scopus 로고
    • Selected references for radical initiator and/or heating/UV light/X-rays assisted dihydrothiolation of alkynes in organic solvents: a E. A. Il'yasov, G. G. Galust'yan, Chem. Heterocycl. Compd. 1999, 35, 1187-1189;
    • Selected references for radical initiator and/or heating/UV light/X-rays assisted dihydrothiolation of alkynes in organic solvents: a) E. A. Il'yasov, G. G. Galust'yan, Chem. Heterocycl. Compd. 1999, 35, 1187-1189;
  • 46
    • 0033555662 scopus 로고    scopus 로고
    • Water soluble radical initiator assisted dihydrothiolation in water: a H. Yorimitsu, K. Wakabayashi, H. Shinokubo, K. Oshima, Tetrahedron Lett. 1999, 40, 519-522;
    • Water soluble radical initiator assisted dihydrothiolation in water: a) H. Yorimitsu, K. Wakabayashi, H. Shinokubo, K. Oshima, Tetrahedron Lett. 1999, 40, 519-522;
  • 56
    • 0033585518 scopus 로고    scopus 로고
    • Phenylacetylene reacted with thiol to form linear vinyl sulfide; other internal alkyne reacted with thiol to form small amounts of monohydrothiolation products. This is congruent with the reference: a T. Kondo, S. Uenoyama, K. Fujita, T. Mitsudo, J. Am. Chem. Soc. 1999, 121, 482-483;
    • Phenylacetylene reacted with thiol to form linear vinyl sulfide; other internal alkyne reacted with thiol to form small amounts of monohydrothiolation products. This is congruent with the reference: a) T. Kondo, S. Uenoyama, K. Fujita, T. Mitsudo, J. Am. Chem. Soc. 1999, 121, 482-483;
  • 58
    • 20444404595 scopus 로고    scopus 로고
    • Radical quencher does not always prove radical mechanism: P. Ionita
    • Radical quencher does not always prove radical mechanism: P. Ionita, Chem. Pap. 2005, 59, 11-16.
    • (2005) Chem. Pap , vol.59 , pp. 11-16
  • 59
    • 33845323019 scopus 로고    scopus 로고
    • Selected reference for nucleophilic dithidrothiolation of alkynes to give thioacetals: a B. C. Ranu, S. Banerjee, R. Jana, Tetrahedron 2007, 63, 776-782;
    • Selected reference for nucleophilic dithidrothiolation of alkynes to give thioacetals: a) B. C. Ranu, S. Banerjee, R. Jana, Tetrahedron 2007, 63, 776-782;
  • 65
    • 23044431622 scopus 로고    scopus 로고
    • Selected references for nucleophilic monohydrothiolation to form (Z)-alkenyl sulfide: a) A. Kondoh, K. Takami, H. Yorimitsu, K. Oshima, J. Org. Chem. 2005, 70, 6468-6473;
    • Selected references for nucleophilic monohydrothiolation to form (Z)-alkenyl sulfide: a) A. Kondoh, K. Takami, H. Yorimitsu, K. Oshima, J. Org. Chem. 2005, 70, 6468-6473;
  • 68
    • 73349132509 scopus 로고    scopus 로고
    • US Pat. 6 239 280, 2001;
    • US Pat. 6 239 280, 2001;
  • 71
    • 73349123284 scopus 로고    scopus 로고
    • US Pat. 5 453 500, 1995;
    • US Pat. 5 453 500, 1995;
  • 75
    • 73349120100 scopus 로고    scopus 로고
    • Reference for nucleophilic monohydrothiolation to form mixture of (Z) - and (E)-alkenyl sulfide: a) B. V. Trzhtsinskaya, N. D. Abramova, L. F. Teterina, L. V. Andriyankova, A. V. Afonin, Izv. Akad. Nauk SSSR, Ser. Khim. 1989, 416-419;
    • Reference for nucleophilic monohydrothiolation to form mixture of (Z) - and (E)-alkenyl sulfide: a) B. V. Trzhtsinskaya, N. D. Abramova, L. F. Teterina, L. V. Andriyankova, A. V. Afonin, Izv. Akad. Nauk SSSR, Ser. Khim. 1989, 416-419;
  • 77
    • 0012201469 scopus 로고    scopus 로고
    • References for radical monohydrothiolation to form mixture of (Z) - (predominant) and (E)-alkenyl sulfide: a) G. Galambos, P. Csókási, C. Szántay, C. Szántay, Liebigs Ann./Recueil 1997, 1969-1978;
    • References for radical monohydrothiolation to form mixture of (Z) - (predominant) and (E)-alkenyl sulfide: a) G. Galambos, P. Csókási, C. Szántay, C. Szántay, Liebigs Ann./Recueil 1997, 1969-1978;
  • 90
    • 19544367790 scopus 로고    scopus 로고
    • Selected references for allylic alcohol as intermediate in total synthesis of natural products or medicine: a J. A. Hadfield, K. Gaukroger, N. Hirst, A. P. Weston, N. J. Lawrence, A. T. McGown, Eur. J. Med. Chem. 2005, 40, 529-541;
    • Selected references for allylic alcohol as intermediate in total synthesis of natural products or medicine: a) J. A. Hadfield, K. Gaukroger, N. Hirst, A. P. Weston, N. J. Lawrence, A. T. McGown, Eur. J. Med. Chem. 2005, 40, 529-541;
  • 95
    • 73349098337 scopus 로고    scopus 로고
    • US Pat, 5 399 708, 1995
    • US Pat., 5 399 708, 1995.
  • 96
    • 70349911865 scopus 로고    scopus 로고
    • Selected references for allylic alcohol as substrate for methodology: a L. Mantilli, D. Gérard, S. Torche, C. Besnard, C. Mazet, Angew. Chem. Int. Ed. 2009, 48, 5143-5147;
    • Selected references for allylic alcohol as substrate for methodology: a) L. Mantilli, D. Gérard, S. Torche, C. Besnard, C. Mazet, Angew. Chem. Int. Ed. 2009, 48, 5143-5147;


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.