Chemistry of 2-bromo-2-methylpropanamides. Synthesis and solvolytic behaviour of oxazolidinones and spiro-oxazolidinones

Paolo Scrimin; Giorgio Cavicchioni; Ferruccio D'Angeli; Amiram Goldblum; Flavio Maran

doi:10.1039/p19880000043

Chemistry of 2-bromo-2-methylpropanamides. Synthesis and solvolytic behaviour of oxazolidinones and spiro-oxazolidinones

Paolo Scrimin
, Giorgio Cavicchioni
, Ferruccio D'Angeli^*
, Amiram Goldblum
, Flavio Maran

^*Corresponding author for this work

School of Pharmacy

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

9 Scopus citations

Abstract

The base-promoted reaction of 2-bromo-2-methylpropanamides (1) with 5-, 6-, and 7-membered lactams (2) affords spiro-oxazolidinones (3). The latter compounds are hydrolysed under acidic conditions to yield the ω-aminoester amides (7). The solvolytic behaviour of some monocyclic oxazolidinones obtained upon reaction of common amides with 2-bromoamides (1) is also reported.

Original language	English
Pages (from-to)	43-47
Number of pages	5
Journal	Journal of the Chemical Society, Perkin Transactions 1
Issue number	1
DOIs	https://doi.org/10.1039/p19880000043
State	Published - 1988

Access to Document

10.1039/p19880000043

Cite this

@article{2c7a12454436421cba3cc14b99e672bf,

title = "Chemistry of 2-bromo-2-methylpropanamides. Synthesis and solvolytic behaviour of oxazolidinones and spiro-oxazolidinones",

abstract = "The base-promoted reaction of 2-bromo-2-methylpropanamides (1) with 5-, 6-, and 7-membered lactams (2) affords spiro-oxazolidinones (3). The latter compounds are hydrolysed under acidic conditions to yield the ω-aminoester amides (7). The solvolytic behaviour of some monocyclic oxazolidinones obtained upon reaction of common amides with 2-bromoamides (1) is also reported.",

author = "Paolo Scrimin and Giorgio Cavicchioni and Ferruccio D'Angeli and Amiram Goldblum and Flavio Maran",

year = "1988",

doi = "10.1039/p19880000043",

language = "אנגלית",

pages = "43--47",

journal = "Journal of the Chemical Society, Perkin Transactions 1",

issn = "1472-7781",

publisher = "Chemical Society",

number = "1",

}

TY - JOUR

T1 - Chemistry of 2-bromo-2-methylpropanamides. Synthesis and solvolytic behaviour of oxazolidinones and spiro-oxazolidinones

AU - Scrimin, Paolo

AU - Cavicchioni, Giorgio

AU - D'Angeli, Ferruccio

AU - Goldblum, Amiram

AU - Maran, Flavio

PY - 1988

Y1 - 1988

N2 - The base-promoted reaction of 2-bromo-2-methylpropanamides (1) with 5-, 6-, and 7-membered lactams (2) affords spiro-oxazolidinones (3). The latter compounds are hydrolysed under acidic conditions to yield the ω-aminoester amides (7). The solvolytic behaviour of some monocyclic oxazolidinones obtained upon reaction of common amides with 2-bromoamides (1) is also reported.

AB - The base-promoted reaction of 2-bromo-2-methylpropanamides (1) with 5-, 6-, and 7-membered lactams (2) affords spiro-oxazolidinones (3). The latter compounds are hydrolysed under acidic conditions to yield the ω-aminoester amides (7). The solvolytic behaviour of some monocyclic oxazolidinones obtained upon reaction of common amides with 2-bromoamides (1) is also reported.

UR - https://www.scopus.com/pages/publications/0344915138

U2 - 10.1039/p19880000043

DO - 10.1039/p19880000043

M3 - ???researchoutput.researchoutputtypes.contributiontojournal.article???

AN - SCOPUS:0344915138

SN - 1472-7781

SP - 43

EP - 47

JO - Journal of the Chemical Society, Perkin Transactions 1

JF - Journal of the Chemical Society, Perkin Transactions 1

IS - 1

ER -

Chemistry of 2-bromo-2-methylpropanamides. Synthesis and solvolytic behaviour of oxazolidinones and spiro-oxazolidinones

Abstract

Access to Document

Other files and links

Fingerprint

Cite this