902748
Dimethyl 2-((tosyloxy)imino)malonate
≥95%
Synonym(s):
Kurti doubly N-electrophilic iminomalonate
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About This Item
Empirical Formula (Hill Notation):
C12H13NO7S
CAS Number:
Molecular Weight:
315.30
UNSPSC Code:
12352202
Assay
≥95%
form
powder or crystals
availability
available only in USA
mp
92-94 °C
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 902918, 902705 and 902624.
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Danger
Hazard Statements
Precautionary Statements
Hazard Classifications
Self-react. C
Storage Class Code
5.2 - Organic peroxides and self-reacting hazardous materials
WGK
WGK 3
Flash Point(F)
Not applicable
Flash Point(C)
Not applicable
Certificates of Analysis (COA)
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Xingao Peng et al.
Organic letters, 13(19), 5244-5247 (2011-08-31)
A novel Pd(II)-catalyzed aromatic C-H ethoxycarbonylation with oxaziridine involving C-C bond cleavage is described. Various aromatic 2-phenylpyridines and related compounds as well as aryl ureas can be effectively ethoxycarbonylated. A catalytic cycle involving Pd(II) and Pd(IV) is proposed.
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
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