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Activation and Control of the Reaction of Dioxastannolane with Carbon Disulfide and Phenyl Isothiocyanate by the Addition of Bases
Author(s) -
Yano Katsunori,
Baba Akio,
Matsuda Haruo
Publication year - 1991
Publication title -
chemische berichte
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.667
H-Index - 136
eISSN - 1099-0682
pISSN - 0009-2940
DOI - 10.1002/cber.19911240830
Subject(s) - chemistry , isothiocyanate , carbon disulfide , adduct , phenyl isothiocyanate , medicinal chemistry , disulfide bond , carbon fibers , lewis acids and bases , organic chemistry , catalysis , biochemistry , materials science , composite number , composite material
1,3‐Dioxa‐2‐stannolanes 1 are readlily activated by Lewis bases such as Bu 3 P and Et 3 N to give cycloadducts on reaction with carbon disulfide or phenyl isothiocyanate under mild conditions. In particular, bases play a characteristic role in the reaction with carbon disulfide to produce 1,3‐dioxolane‐2‐thiones 2 in good yields, while spiro compounds 3 (1:2 adducts) are predominantly obtained in the absence of bases.