The synthesis and mercury(II) trifluoroacetate mediated transformation of 3-bromo-1-phenylprop-2-ynyl aryl ethers to flavanones is reported.

Rajaram Sankara Subramanian

Kalapattukuppuswamy Kuppuswamy B. Balasubramanian

FLAVANONE DERIVATIVE

article

drug analysis

drug development

methodology

nonhuman

synthesis

Fulltext

IIT Madras is a public technical and research university located in Chennai, Tamil Nadu. Founded in 1959, it is recognised as an Institute of National Importance.

IIT Madras has been ranked as the top engineering institute in India for four years in a row by the National Institutional Ranking Framework of the MHRD

It currently offers undergraduate, postgraduate and research degrees across 16 disciplines in Engineering, Sciences, Humanities and Management. About 596 faculty belonging to science and engineering departments and centres of the Institute are engaged in teaching, research and industrial consultancy.

IIT Madras

Mercury(II) trifluoroacetate-mediated transformation of 3-bromo-1-phenylprop-2-ynyl aryl ethers; a novel synthesis of flavanones

Journal of the Chemical Society, Chemical Communications

Molecules

Unsaturated sugars: Syntheses and applications. A special issue in honour of Professor Kalpattu Kuppuswamy Balsubramanian

A systematic study of the behaviour of aryl γ-halopropargyl ethers under thermal condition was undertaken. Aryl γ-bromopropargyl ethers 2 underwent unique transformation in N,N-diethylanillne (215°C, 6 h) giving rise to a mixture of products 3,4and 5, whereas, under similar conditions aryl γ-chloropropargyl ethers ulbar|8, afforded 4-chlorochromenes, 9. A remarkable substituent and solvent effect has been observed in the thermolysis of these aryl γ-bromo and γ-chloropropargyl ethers, rendering this transformation as a method for the synthesis of a number of substit uted 4-bromochromenes 3, 4-chlorochromenes 9 and chroman-4-ones 7. In contrast, solution thermolysis of aryl γ-iodopropargyl ether 11 afforded aryl propargyl ether 1 as the major product. © 1989.

Tetrahedron

Thermal behaviour of aryl γ-haloprcpargyl ethers

Synthetic Communications

A facile synthesis of aryl ethers of ethynyl-carbinols using the mitsunobu reaction

A simple route to chroman-4-ones from γ-bromopropynyl aryl ethers (1) using mercury(II) trifluoroacetate as a catalyst is described.

A novel and convenient mercury(II) mediated synthesis of chroman-4-ones

Tetrahedron Letters

A novel synthesis of flav-3-enes by claisen rearrangement

Journal	Journal of the Chemical Society, Chemical Communications
ISSN	00224936
Open Access	No