Rhodium‐Catalyzed Denitrogenative [2,3] Sigmatropic Rearrangement: An Efficient Entry to Sulfur‐Containing Quaternary Centers | Zendy

Yadagiri Dongari | Zendy; Anbarasan Pazhamalai | Zendy

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Rhodium‐Catalyzed Denitrogenative [2,3] Sigmatropic Rearrangement: An Efficient Entry to Sulfur‐Containing Quaternary Centers

Author(s) -

Yadagiri Dongari,

Anbarasan Pazhamalai

Publication year - 2013

Publication title -

chemistry – a european journal

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 1.687

H-Index - 242

eISSN - 1521-3765

pISSN - 0947-6539

DOI - 10.1002/chem.201302653

Subject(s) - regioselectivity , cycloaddition , rhodium , chemistry , catalysis , alkyl , combinatorial chemistry , sulfonyl , sigmatropic reaction , sulfur , medicinal chemistry , organic chemistry

Chemical building blocks : α‐Sulfenylated imines containing a quaternary center, an ubiquitous subunit and excellent building block, were achieved by rhodium‐catalyzed denitrogenative [2,3] sigmatropic rearrangements of N ‐sulfonyl‐1,2,3‐triazoles with allylaryl(alkyl) sulfides. Coupling of this methodology with a copper‐catalyzed cycloaddition reaction provides a platform for the direct regioselective functionalization of alkynes (see scheme; TC=thiophenecarboxylate; Ts= p ‐toluenesulfonyl).

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