Synthesis of fingerprint reagents: Aromatic nucleophilic substitution as a route to 5-substituted ninhydrins

Ernest W. Della; Wit K. Janowski; Paul E. Pigou; Bruce M. Taylor

doi:10.1055/s-1999-3639

Synthesis of fingerprint reagents: Aromatic nucleophilic substitution as a route to 5-substituted ninhydrins

Ernest W. Della
, Wit K. Janowski
, Paul E. Pigou
, Bruce M. Taylor

Research output: Contribution to journal › Article › peer-review

8 Citations (Scopus)

Abstract

An efficient synthesis of 5-substituted 2,2-dimethoxy-1,3-indanediones by nucleophilic displacement of the parent 5-bromo derivative by oxygen, sulfur and selenium-based nucleophiles has been developed. Mild acid hydrolysis of the ketals enables their smooth conversion into the corresponding ninhydrins, which are potential fingerprint reagents.

Original language	English
Pages (from-to)	2119-2123
Number of pages	5
Journal	Synthesis
Issue number	12
DOIs	https://doi.org/10.1055/s-1999-3639
Publication status	Published - 1999

Keywords

Aromatic nucleophilic substitution
Fingerprint reagents
Ninhydrins
Nucleophiles
Selenium
Sulfur

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title = "Synthesis of fingerprint reagents: Aromatic nucleophilic substitution as a route to 5-substituted ninhydrins",

abstract = "An efficient synthesis of 5-substituted 2,2-dimethoxy-1,3-indanediones by nucleophilic displacement of the parent 5-bromo derivative by oxygen, sulfur and selenium-based nucleophiles has been developed. Mild acid hydrolysis of the ketals enables their smooth conversion into the corresponding ninhydrins, which are potential fingerprint reagents.",

keywords = "Aromatic nucleophilic substitution, Fingerprint reagents, Ninhydrins, Nucleophiles, Selenium, Sulfur",

author = "Della, \{Ernest W.\} and Janowski, \{Wit K.\} and Pigou, \{Paul E.\} and Taylor, \{Bruce M.\}",

year = "1999",

doi = "10.1055/s-1999-3639",

language = "English",

pages = "2119--2123",

journal = "Synthesis",

issn = "0039-7881",

publisher = "Georg Thieme Verlag KG",

number = "12",

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TY - JOUR

T1 - Synthesis of fingerprint reagents

T2 - Aromatic nucleophilic substitution as a route to 5-substituted ninhydrins

AU - Della, Ernest W.

AU - Janowski, Wit K.

AU - Pigou, Paul E.

AU - Taylor, Bruce M.

PY - 1999

Y1 - 1999

N2 - An efficient synthesis of 5-substituted 2,2-dimethoxy-1,3-indanediones by nucleophilic displacement of the parent 5-bromo derivative by oxygen, sulfur and selenium-based nucleophiles has been developed. Mild acid hydrolysis of the ketals enables their smooth conversion into the corresponding ninhydrins, which are potential fingerprint reagents.

AB - An efficient synthesis of 5-substituted 2,2-dimethoxy-1,3-indanediones by nucleophilic displacement of the parent 5-bromo derivative by oxygen, sulfur and selenium-based nucleophiles has been developed. Mild acid hydrolysis of the ketals enables their smooth conversion into the corresponding ninhydrins, which are potential fingerprint reagents.

KW - Aromatic nucleophilic substitution

KW - Fingerprint reagents

KW - Ninhydrins

KW - Nucleophiles

KW - Selenium

KW - Sulfur

UR - https://www.scopus.com/pages/publications/0032715226

U2 - 10.1055/s-1999-3639

DO - 10.1055/s-1999-3639

M3 - Article

AN - SCOPUS:0032715226

SN - 0039-7881

SP - 2119

EP - 2123

JO - Synthesis

JF - Synthesis

IS - 12

ER -

Synthesis of fingerprint reagents: Aromatic nucleophilic substitution as a route to 5-substituted ninhydrins

Abstract

Keywords

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