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Short Paper | Special issue | Vol 97, No. 2, 2018, pp.1304-1312
Published online, 18th May, 2018
DOI: 10.3987/COM-18-S(T)90
5-((3-Bromoallyl)Sulfonyl)-1H-Tetrazoles for Bromodiene Synthesis

Takuro Suzuki, Seiya Fukagawa, Tatsuhiko Yoshino, Masahiro Anada, and Shigeki Matsunaga*

*Graduate School of Pharmaceutical Sciences, Hokkaido University, Kita 12 Nishi 6, Kita-ku, Sapporo, Hokkaido 060-0812, Japan


Reagents for one-step construction of conjugated bromodienes from aldehydes are described. Various 1-alkyl- and 1-aryl-tetrazoyl bromoallylic sulfones were synthesized and evaluated in bromodiene synthesis. 1-Alkyl-tetrazoyl sulfones selectively afforded (1E,3Z)-bromodienes, while 1-aryl-tetrazoyl sulfones resulted in low selectivity.