902918
Diisopropyl 2-((tosyloxy)imino)malonate
≥95%
Synonym(s):
O-Tosylated ketomalonate oxime, Kurti doubly electrophilic N-linchpin reagent
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About This Item
Empirical Formula (Hill Notation):
C16H21NO7S
CAS Number:
Molecular Weight:
371.41
UNSPSC Code:
12352101
assay
≥95%
form
powder or crystals
mp
82-87 °C
functional group
ester, tosylate
Application
As demonstrated by Laszlo Kürti′s lab, ketomalonate oxime O-sulfonates act as doubly N-electrophilic linchpin reagents towards strong C-nucleophiles such as alkyl- and arylmetals (e.g., Grignard reagents). Thus, symmetrical dialkyl- as well as diarylamines may be directly prepared at low tempretatures and in the absence of transition metal catalysts. Other ketomalonate oxime O-sulfonates include 902705, 902624, and 902748
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
Regulatory Information
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Padmanabha V Kattamuri et al.
Journal of the American Chemical Society, 139(32), 11184-11196 (2017-06-27)
Given the importance of amines in a large number of biologically active natural products, active pharmaceutical ingredients, agrochemicals, and functional materials, the development of efficient C-N bond-forming methods with wide substrate scope continues to be at the frontier of research