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Note | Special issue | Vol 52, No. 1, 2000, pp.483-491
Published online, 1st January, 1970
DOI: 10.3987/COM-99-S44
Novel Formations of 6-Mesyloxytryptamines and 1-Substituted 3a-(4-Chlorobutoxy)-1,2,3,3a,8,8a-hexahydropyrrolo[2,3-b]indoles in the Reaction of Nb-Substituted 1-Hydroxytryptamines with Mesyl Chloride

Masakazu Hasegawa, Yoshiyuki Nagahama, Kensuke Kobayashi, Masumi Hayashi, and Masanori Somei*

*Faculty of Pharmaceutical Scicences, Kanazawa University, 13-1 Takara-machi, Kanazawa 920-0934, Japan


Formations of 6-mesyloxytryptamines and 1-substituted 3a-(4-chlorobutoxy)-1,2, 3,3a, 8, 8a-hexahydropyrrolo[2,3-b]indoles were newly found in the reactions of Nb-substituted 1-hydroxytryptamines with mesyl chloride in THF. The latter compounds suggest that the intermediate indol-3-yl cations can trap THF and cleave the ether bond.