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Regiodivergent Synthesis of Pyrazolines with a Quaternary Carbon Center via Cycloaddition of Diazoesters to N-Purine-Substituted Allenes.

Authors :
Xie MS
Guo Z
Qu GR
Guo HM
Source :
Organic letters [Org Lett] 2018 Aug 17; Vol. 20 (16), pp. 5010-5014. Date of Electronic Publication: 2018 Aug 01.
Publication Year :
2018

Abstract

Diversity-oriented synthesis of pyrazoline derivatives that contain a quaternary carbon center has been achieved via the 1,3-dipolar cycloaddition between N-purine-substituted allenes and α-alkyl/aryl diazoesters. Using Pd <subscript>2</subscript> (dba) <subscript>3</subscript> as a catalyst, only 1-pyrazoline derivatives are produced in a regioselective manner. When DPPB is used as a catalyst, diverse 1-pyrazolines and 2-pyrazolines are obtained in moderate to good total yields.

Details

Language :
English
ISSN :
1523-7052
Volume :
20
Issue :
16
Database :
MEDLINE
Journal :
Organic letters
Publication Type :
Academic Journal
Accession number :
30067368
Full Text :
https://doi.org/10.1021/acs.orglett.8b02161