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2005
Ring closure reactions
O 0130
Bromoallenes as Allyl Dication Equivalents in the Absence of Palladium(0):
of Bicyclic Sulfamides by Tandem Cyclization of Bromoallenes. —
27- 040 Synthesis
A novel synthesis of cyclic sulfamides is presented involving the cyclization of bromoallenes containing a tethered sulfonamide like (I). Surprisingly, the reaction proceeds
without palladium-catalysis but only for reactive substrates and affords predominantly
five-membered cyclic sulfonamides. Bicyclic sulfamides like (VII) are formed by
cyclization of bromoallenes in the presence of two nucleophilic groups. —
(HAMAGUCHI, H.; KOSAKA, S.; OHNO, H.; TANAKA*, T.; Angew. Chem., Int.
Ed. 44 (2005) 10, 1513-1517; Grad. Sch. Pharm. Sci., Osaka Univ., Suita, Osaka 565,
Japan; Eng.) — Mischke
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