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Transition metal-free, base-promoted hydroalkoxylation: Synthesis of substituted imidazo[2,1-c][1,4]oxazines

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Abstract

An efficient, transition metal-free method to synthesize substituted imidazo[2,1-c][1,4]oxazine derivatives via hydroalkoxylation of 1,5-alkynyl alcohol has been described. The reaction proceeds regioselectively with exclusive formation of 6-exo-dig product.

An efficient, transition metal-free method to synthesize substituted imidazo[2,1-c][1,4]oxazine derivatives via hydroalkoxylation of 1,5-alkynyl alcohol has been described. The reaction proceeds regioselectively with exclusive formation of 6-exo-dig product.

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Acknowledgements

The authors thank DST, New Delhi for assistance under the IRHPA program for providing funds for creating NMR facility. M.N. thanks Council of Scientific and Industrial Research (CSIR), New Delhi for JRF.

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  1. Department of Organic Chemistry, School of Chemistry, Madurai Kamaraj University, Madurai, 625 021, India

    MUTHUPANDI NAGARAJ & SHANMUGAM MUTHUSUBRAMANIAN

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  1. MUTHUPANDI NAGARAJ
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  2. SHANMUGAM MUTHUSUBRAMANIAN
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Correspondence to SHANMUGAM MUTHUSUBRAMANIAN.

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Supporting Information (SI)

1H and 13C NMR and Mass Spectra of compounds 1, 2, 4, 5 and 6 can be found in the Supplementary Information available at www.ias.ac.in/chemsci.

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NAGARAJ, M., MUTHUSUBRAMANIAN, S. Transition metal-free, base-promoted hydroalkoxylation: Synthesis of substituted imidazo[2,1-c][1,4]oxazines. J Chem Sci 128, 451–458 (2016). https://doi.org/10.1007/s12039-016-1045-9

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