Radical additions to olefins in the presence of iodobenzenediacetate: An easy route to alkyl dithiocyanates

Tetrahedron Letters

Volumn 37, Issue 11, 1996, Pages 1889-1892

  De Mico, Antonella ^a   Margarita, Roberto ^b   Mariani, Andrea ^b   Piancatelli, Giovanni ^b  

^a CNR   (Italy)

^b SAPIENZA UNIVERSITY OF ROME   (Italy)

Author keywords

[No Author keywords available]

Indexed keywords

DITHIOCYANATE; THIOCYANATE; UNCLASSIFIED DRUG;

ARTICLE; DRUG SYNTHESIS; REACTION ANALYSIS;

EID: 0029937843     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/0040-4039(96)00144-X     Document Type: Article

References (13)

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3. b) Magnus, F.; Barth, L. Tetrahedron 1995, 51, 11075.
4. Tingoli, M.; Tiecco, M.; Chianelli, D.; Balducci, R., Temperini, A. J.Org.Chem. 1991, 56, 6809.
5. De Mico, A.; Margarita, R.; Piancatelli, G. Tetrahedron Lett. 1995, 36, 3553.
6. Varvoglis, A. The Organic Chemistry of Polycoordinated Iodine, VCH Publishers, Inc., New York, 1992, p. 108.
7. Fleming, J. Frontier Orbitals and Organic Chemical Reactions, Wiley, New York, 1985, pp. 182-207.
8. Giese, B. Radicals in Organic Synthesis: Formation of Carbon-Carbon Bonds, Pergamon Press, Oxford, 1987, pp. 14-17.
9. Ramsden, C.A. Chem Soc. Rev. 1994, 23, 111.
10. Kita, Y.; Tohma, H.; Hatanaka, K.; Takada, T.; Fujuta, S.; Mitoh, S.; Sakurai, H.; Oka, S. J. Am. Chem. Soc. 1994, 116, 861.
11. Magnus, P.; Roe, M. B. and Hulme C. J. Chem. Soc., Chem. Commun. 1995, 265.
12. 3), δ. 3b: 41.1, 55.3, 60.6, 110.8 (SCN), 114.8, 127.6, 128.1, 160.7;3c: 38.3, 51.3, 55.3, 110.0 (SCN), 115.2, 125.8, 129.1, 161.3. 4b: 28.5, 47.7, 66.8, 11.4 (SCN), 125.0, 129.1, 129.4, 140.0. 5a: 13.9, 22.4, 26.8, 28.4, 31.4, 33.2, 39.0, 49.9, 109.1 (SCN), 110.7 (SCN). 6a: cis 25.4, 34.7, 51.7, 109.3 (SCN); trans 23.5, 25.3, 32.5, 34.3, 52.3, 59.9, 109.5 (SCN), 116.3 (SCN). 8a: 38.1, 51.1, 109.8 (SCN), 110.4 (SCN), 125.1, 129.6, 133.5, 133.8.
13. -1. 2a: cis trans 2000 (SCN, broad peak). 3b: 2165, 2050 (SCN, broad peak). 3c: 2170 (SCN, sharp peak). 4a: 2155 (SCN, sharp peak). 4b: 2035 (SCN, broad peak). 5a: 2175 (SCN, broad peak). 6a: cis trans 2170 (SCN, sharp peak). 7a: 2165 (SCN, sharp peak).