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Volumn 19, Issue 39, 1978, Pages 3633-3634

Propane-1,3-dithiol: A selective reagent for the efficient reduction of alkyl and aryl azides to amines

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EID: 49349130000 PISSN: 00404039 EISSN: None Source Type: Journal
DOI: 10.1016/S0040-4039(01)95015-4 Document Type: Article

Times cited : (234)

References (12)

7
- 0017199289
- first showed that 8-azido-adenine derivatives are reduced by dithiols, though these workers did not detect the reduction of phenyl azide under their reaction conditions.
- (1976) Nucleic Acids Res. , vol.3 , pp. 2331
- Cartwright¹ Cartwright² Hutchinson³ Armstrong⁴

9
- 84910251637
- These rates were measured either spectrophotometrically, or by g.l.c.

10
- 84910291685
- 2, and it does not proceed in dry pyridine. Pyridine-water (70:30, v/v) is, however, effective.

11
- 84910252318
- 3 was distilled from 1-napthylisocyanate. Propane-1,3-dithiol is used in preparative experiments, the reduction is stoichiometric. A white precipitate of thiol polymer may form, but this has no effect on the outcome of the reaction. Butane-1,4-dithiol reacts 11 times more slowly than propane-1,3-dithiol.

12
- 84910259952
- This study developed from an observation of J.V. Staros. The support of the National Institutes of Health is gratefully acknowledged.

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