The Dual Reactivity of 5‐ S /5‐ O ‐Phenyl‐1,4,2‐oxathiazoles: A Fragmentation Pathway That Affords Nitriles in the Presence of Water | Zendy

Lim Yi Wee | Zendy; Hewitt Russell J. | Zendy; Burkett Brendan A. | Zendy

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The Dual Reactivity of 5‐ S /5‐ O ‐Phenyl‐1,4,2‐oxathiazoles: A Fragmentation Pathway That Affords Nitriles in the Presence of Water

Author(s) -

Lim Yi Wee,

Hewitt Russell J.,

Burkett Brendan A.

Publication year - 2015

Publication title -

european journal of organic chemistry

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.825

H-Index - 155

eISSN - 1099-0690

pISSN - 1434-193X

DOI - 10.1002/ejoc.201500637

Subject(s) - chemistry , fragmentation (computing) , reactivity (psychology) , medicinal chemistry , decomposition , photochemistry , stereochemistry , organic chemistry , pathology , computer science , operating system , medicine , alternative medicine

The rearrangement of substituted 1,4,2‐oxathiazoles to nitriles in the presence of water is described. Preliminary investigations suggest that the reaction pathway proceeds via a 1,4,2‐oxathiazolium intermediate, followed by trapping with water and subsequent decomposition to products.

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