Cycloaddition Reactions of 2H-Benzo[b]thiete and Conjugated Cyclic Dienes

Journal of Heterocyclic Chemistry

Volumn 33, Issue 6, 1996, Pages 1727-1729

  Gröschl, Dieter ^a   Meier, Herbert ^a  

^a JOHANNES GUTENBERG UNIVERSITY   (Germany)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 2742570850     PISSN: 0022152X     EISSN: None     Source Type: Journal    
DOI: 10.1002/jhet.5570330630     Document Type: Article

References (8)

1. H. Meier, A. Mayer and D. Gröschl, Sulfur Reports , 16, 23 (1994) and references therein.
2. H. Meier, J. Prakt. Chem./Chem. Ztg., 338, 383 (1996).
3. W. J. M. van Tilborg and R. Plomp, Red. Trav. Chim. Pays-Bas, 96, 282 (1977).
4. In principal 8 could be generated by a subsequent reaction of 5 and 1. Since the third possible bisadduct was not obtained, this would implicate that the second step is regioselective, whereas the first step is not. However, the failure to detect 5 in the course of the reaction and the fact, that 7 and 8 were formed by introducing 6 as precursor, making the latter alternative unlikely.
5. H. Meier, H.-L. Eckes, H.-P. Niedermann and H. Kolshom, Angew. Chem., 99, 1040 (1987), Angew. Chem., Int. Ed. Engl, 26, 1046 (1987).
6. H. Meier, H.-L. Eckes, H.-P. Niedermann and H. Kolshom, Angew. Chem., 99, 1040 (1987), Angew. Chem., Int. Ed. Engl., 26, 1046 (1987).
7. The signals are strongly superimposed.
8. The geminal protons are accidentally isochronous.