Penataan ulang Baker-Venkataraman

Penataan ulang Baker-Venkataraman adalah reaksi kimia antara 2-asetoksiasetofenon dengan basa, membentuk 1,3-diketon.^[1]^[2]

Reaksi penataan ulang ini berjalan via pembentukan enolat yang kemudian diikuti oleh transfer asil. Nama reaksi ini berasal dari nama ilmuwan W.Baker dan Krishnaswamy Venkataraman.

Penataan ulang Baker-Venkataraman sering digunakan untuk mensintesis kromon dan flavon.^[3]^[4]^[5]

Referensi

^ Baker, W. (1933). "Molecular rearrangement of some o-acyloxyacetophenones and the mechanism of the production of 3-acylchromones". J. Chem. Soc.: 1381–1389. doi:10.1039/JR9330001381.
^ Mahal, H. S.; Venkataraman, K. (1934). "Synthetical experiments in the chromone. group. XIV. Action of sodamide on 1-acyloxy-2-acetonaphthones". J. Chem. Soc.: 1767–1769. doi:10.1039/JR9340001767.
^ T. S. Wheeler (1952). "Flavone". Organic Syntheses. 32: 72. (also in the Collective Volume (1963) 4:478 (PDF)).
^ Jain, P. K. (1982). "A Facile Baker-Venkataraman Synthesis of Flavones using Phase Transfer Catalysis". Synthesis: 221–222. doi:10.1055/s-1982-29755.
^ Kalinin, A. V.;Da Silva, A. J. M.;Lopes, C. C.;Lopes, R. S. C.;Snieckus, V. (9 July 1998). "Directed ortho metalation - cross coupling links. Carbamoyl rendition of the baker-venkataraman rearrangement. Regiospecific route to substituted 4-hydroxycoumarins". Tetrahedron Lett. 39 (28): 4995–4998. doi:10.1016/S0040-4039(98)00977-0.

Lihat pula

[baker1933-1] Baker, W. (1933). "Molecular rearrangement of some o-acyloxyacetophenones and the mechanism of the production of 3-acylchromones". J. Chem. Soc.: 1381–1389. doi:10.1039/JR9330001381.

[venk1934-2] Mahal, H. S.; Venkataraman, K. (1934). "Synthetical experiments in the chromone. group. XIV. Action of sodamide on 1-acyloxy-2-acetonaphthones". J. Chem. Soc.: 1767–1769. doi:10.1039/JR9340001767.

[os1952-3] T. S. Wheeler (1952). "Flavone". Organic Syntheses. 32: 72. (also in the Collective Volume (1963) 4:478 (PDF)).

[4] Jain, P. K. (1982). "A Facile Baker-Venkataraman Synthesis of Flavones using Phase Transfer Catalysis". Synthesis: 221–222. doi:10.1055/s-1982-29755.

[5] Kalinin, A. V.;Da Silva, A. J. M.;Lopes, C. C.;Lopes, R. S. C.;Snieckus, V. (9 July 1998). "Directed ortho metalation - cross coupling links. Carbamoyl rendition of the baker-venkataraman rearrangement. Regiospecific route to substituted 4-hydroxycoumarins". Tetrahedron Lett. 39 (28): 4995–4998. doi:10.1016/S0040-4039(98)00977-0.

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