Conversion of Amines into Phenylsulfides and Phenylselenides  via  Ditosylamides | Zendy

Müller Paul | Zendy; Thi Minh Phuong Nguyen | Zendy

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Conversion of Amines into Phenylsulfides and Phenylselenides via Ditosylamides

Author(s) -

Müller Paul,

Thi Minh Phuong Nguyen

Publication year - 1980

Publication title -

helvetica chimica acta

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.74

H-Index - 82

eISSN - 1522-2675

pISSN - 0018-019X

DOI - 10.1002/hlca.19800630806

Subject(s) - chemistry , nucleophile , inversion (geology) , combinatorial chemistry , simple (philosophy) , displacement (psychology) , organic chemistry , stereochemistry , catalysis , psychology , paleontology , philosophy , epistemology , structural basin , psychotherapist , biology

Amines are converted in good to excellent yields to phenylsulfides or phenyl‐selenides via nucleophilic displacement on the corresponding ditosylamides. The conversion of (−)‐( S )‐1‐phenylethylamine to the chiral phenylsulfide 6 was found to proceed with inversion of configuration. A simple one‐pot procedure for the preparation of ditosylamides is reported.

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