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Summer Research Fellowship Programme of India's Science Academies

1,6-Conjugated Aaddition Rreactions of Eenamine C-Nnucleophiles to Cnyclohexadienone”

Naga Sri Pujitha Dasiga

Organic Chemistry, Krishna University, Machilipatnam 521001, Andhra Pradesh, India

Faiz Ahmed Khan

Department of Chemistry, Indian Institute of Technology Hyderabad, Kandi, Sangareddy 502285, Telangana, India

Abstract

Base mediated 1, 6-conjugate addition of carbon nucleophiles to cyclohexadienone has been disclosed. In this reaction, enamines are used as Michael donors and they are producing the selectively mono addition product with good yield. This reaction proceeds via conjugate addition of enamine C-nucleophile to cyclohexadienone followed by aromatization. This methodology facilities the plot form for the synthesis of functionalized ortho-methoxy phenol derivatives under basic conditions. In addition, some attempts were made towards utilization of Baylis-Hillman activated alkene nucleophiles as Michael donors.

Keywords: Baylis-Hillman, Michael donars, aromatization

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