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2026-09-29T07:04:39Z
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One-Pot Synthesis
of 1‑Pyrrolines via Rh<sub>2</sub>(esp)<sub>2</sub>‑Catalyzed
Intermolecular Reaction
of Allylic Azides with Diazomalonates Followed by DBU-Mediated Allylic
Imine Cyclization
Yi-Fan Wang (1658989)
Rui Li (4631)
Yang Ji (321784)
Peiming Gu (1734703)
Biophysics
Biochemistry
Medicine
Genetics
Chemical Sciences not elsewhere classified
Ecology
Immunology
Biological Sciences not elsewhere classified
Computational Biology
2 </ sub
n </
step process
sequential two
pot reaction
optimized catalyst
mild conditions
mediated cyclization
effective promoter
cyclization step
conversion involves
allylic azides
allylic azide
A one-pot reaction for the synthesis
of 1-pyrrolines
from allylic
azides and diazomalonates has been designed and developed. This conversion
involves a sequential two-step process of interception of a diazomalonate
by the allylic azide and base-mediated cyclization of the resultant <i>N</i>-allyl imine intermediate. Rh<sub>2</sub>(esp)<sub>2</sub> was identified as the optimized catalyst for the initial carbenoid
interception step, while DBU proved to be an effective promoter for
the cyclization step, efficiently affording 30 diverse 1-pyrrolines
in up to 91% yield under very mild conditions.
2026-09-29T00:00:00Z
Text
Journal contribution
10.1021/acs.joc.6c00301.s001
https://figshare.com/articles/journal_contribution/One-Pot_Synthesis_of_1_Pyrrolines_via_Rh_sub_2_sub_esp_sub_2_sub_Catalyzed_Intermolecular_Reaction_of_Allylic_Azides_with_Diazomalonates_Followed_by_DBU-Mediated_Allylic_Imine_Cyclization/34021734
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