Addition Reactions to Multiple C-Heteroatom Bonds

The addition reactions to multiple C-heteroatom bonds occur when a functional group is added to a carbon-oxygen double bond (C=O) or carbon-nitrogen double bond (C=N), forming a single bond.

This section lists the most significant named organic reactions classified according to the type of chemical reaction. Among the named organic reactions of the addition type to multiple C-heteroatom bonds we can highlight the following:

Barbier reaction

Reacciones de Barbier

References:
P. Barbier, Compt. Rend. Acad. Sci. Paris 128, 110 (1899)

Baylis-Hillman reaction

Baylis-Hillman reaction

References:
A.B. Baylis, M.E.D. Hillman, Ger. Patent 2155113 (1972)

Benzoin condensation

Benzoin condensation

References:
A.J. Lapworth, J. Chem. Soc. 83, 995 (1903)
A.J. Lapworth, J. Chem. Soc. 85, 1206 (1904)

Blaise reaction

Blaise reaction

References:
E.E. Blaise, M. Maire, Compt. Rend. Acad. Sci. Paris 145, 73 (1907)

Blaise ketone synthesis

Blaise ketone synthesis

References:
E.E. Blaise, A. Koehler, Bull. Soc. Chem. 7, 215 (1910)

Bouveault aldehyde synthesis

Bouveault aldehyde synthesis

References:
L. Bouveault, Bull. Soc. Chim. France, 31, 1306, 1322 (1904)

Claisen condensation

Condensación de Claisen

References:
L. Claisen, O. Lowman, Chem. Ber, 20, 651 (1887)

Claisen-Schmidt condensation

Darzens condensation (Darzens-Claisen reaction)

Condensación de Darzens o Reacción de Darzens-Claisen

References:
G. Darzens, Compt. Rend. Acad. Sci. Paris 139, 1214 (1904);
G. Darzens, Chem. Zentr. I, 346 (1905)
G. Darzens, Compt. Rend. Acad. Sci. Paris 141, 766 (1905)
G. Darzens, Chem. Zentr. I, 22 (1906)
G. Darzens, Compt. Rend. Acad. Sci. Paris 142, 214 (1906)
G. Darzens, Chem. Zentr. I, 669 (1906)

Doebner reaction

Doebner reaction

References:
O. Doebner, Ann. 242, 265 (1887)
O. Doebner, Chem. Ber. 20, 277 (1887)
O. Doebner, Chem. Ber. 27, 352 (1894)
O. Doebner, Chem. Ber. 27, 2020 (1894)

Eschweiler-Clarke reaction (Eschweiler–Clarke methylation)

Eschweiler-Clarke reaction (Eschweiler–Clarke methylation)

References:
W. Eschweiler, Chem. Ber. 38, 880 (1905)
H.T. Clarke, H.B. Gillespie, S.Z. Weisshaus, J. Am. Chem. Soc. 55, 4571 (1933)

Grignard reaction

Grignard reaction

References:
V. Grignard, Compt. Rend. Acad. Sci. Paris 130, 1322 (1900)
D.A. Shirley, Org. React. 8, 28-58 (1954)

Kiliani-Fischer synthesis

Kiliani-Fischer synthesis

References:
H. Kiliani, Chem. Ber. 18, 3066 (1885)
H. Kiliani, Chem. Ber. 19, 221 (1886)
H. Kiliani, Chem. Ber. 19, 772 (1886)
H. Kiliani, Chem. Ber. 19, 767 (1886)
H. Kiliani, Chem. Ber. 19, 1128 (1886)
H. Kiliani, Chem. Ber. 19, 3029 (1886)
H. Kiliani, Chem. Ber. 20, 282 (1887)
H. Kiliani, Chem. Ber. 20, 339 (1887)
H. Kiliani, Chem. Ber. 21, 915 (1888)
H. Kiliani, Chem. Ber. 22, 521 (1889)
E. Fischer, Chem. Ber. 22, 2204 (1889)

Knoevenagel condensation

Knoevenagel condensation

References:
E. Knoevenagel, Chem. Ber. 31, 2596 (1898)
O. Doebner, Chem. Ber. 33, 2140 (1900)

Leuckart-Wallach reaction

Leuckart-Wallach reaction

References:
R. Leuckart, Chem. Ber. 18, 2341 (1885)
O. Wallach, Justus Liebigs. Ann. Chem. 272, 100 (1892)

Mannich reacction

Mannich reaction

References:
C. Mannich, W. Krösche, Arch. Pharm. 250, 647 (1912)

Meerwein-Ponndorf-Verley reduction

Meerwein-Ponndorf-Verley reduction

References:
H. Meerwein and R. Schmidt, Justus Liebigs. Ann. Chem. 444, 221 (1925)
W. Ponndorf, Angew. Chem. 39, 138 (1926)
A. Verley, Bull. Soc. Chim. France 37, 537, 871 (1925)

Michaelis-Arbuzov reaction

Michaelis-Arbuzov reaction

References:
A. Michaelis, R. Kaehne, Chem. Ber. 31, 1048 (1898)
A.E. Arbuzov, J. Russ. Phys. Chem. Soc. 38, 687 (1906);
A.E. Arbuzov, Chem. Zentr. II, 1639 (1906)
A.E. Arbuzov, N.P. Kushkova, Zh. Ohah. Khim. S.S.S.R. 6, 283 (1936)

Mukaiyama-Michael reaction

Mukaiyama-Michael reaction

References:
K. Narasaka, K. Soai, Y. Aikawa, T. Mukaiyama, Bull. Chem. Soc. Japan 49, 779 (1976)
T. Mukaiyama, S. Kobayashi, Heterocycles 25, 245 (1987)

Passerini reaction

Passerini reaction

References:
M. Passerini, Gazz. Chim. Ital. 51, 126 (1921)
M. Passerini, Gazz. Chim. Ital. 51, 181 (1921)
M. Passerini, Gazz. Chim. Ital. 53, 410 (1923)
M. Passerini, Gazz. Chim. Ital. 54, 529 (1924)

Perkin reaction

Perkin reaction

References:
W.H. Perkin, J. Chem. Soc. 21, 53 (1868)
W.H. Perkin, J. Chem. Soc. 21, 18l (1868)
W.H. Perkin, J. Chem. Soc. 31, 388 (1877)

Peterson olefination

Peterson olefination

References:
D.J. Peterson, J. Org. Chem. 33, 780 (1968)

Pinner reaction (ortho-ester)

Pinner reaction (ortho-ester)

References:
A. Pinner, Chem. Ber. 16, 352 (1883)
A. Pinner, Chem. Ber. 16, 1643 (1883)

Prins reaction

Prins reaction

References:
H.J. Prins, Chem. Weekblad, 16, 64 (1919)
H.J. Prins, Chem. Weekblad, 16, 1072 (1919)
H.J. Prins, Chem. Weekblad, 16, 1510 (1919)

Reformatsky reaction

Reformatsky reaction

References:
S. Reformatskii, Chem. Ber. 20, 1210 (1887)
S. Reformatskii, J. Russ. Phys. Chem. Soc. 22, 44 (1890)

Ritter reaction

Ritter reaction

References:
J.J. Ritter, P.P. Minieri, J. Am. Chem. Soc. 70, 4045 (1948)
J.J. Ritter, J. Kalish, J. Am. Chem. Soc. 70, 4048 (1948)
F.R. Benson, J.J. Ritter, J. Am. Chem. Soc. 71, 4128 (1949)
L.W. Hartzel, J.J. Ritter, J. Am. Chem. Soc. 71, 4130 (1949)
R.M. Lusskin, J.J. Ritter, J. Am. Chem. Soc. 72, 5577 (1950)
H. Plaut, J.J. Ritter, J. Am. Chem. Soc. 73, 4076 (1951)

Robinson annulation

 

Schiff reaction (Schiff base)

Reacción de Schiff Bases de Schiff

References:
H. Schiff, Justus Liebigs. Ann. Chem. (Suppl.) 3, 343 (1864-1865)
H. Schiff, Justus Liebigs. Ann. Chem. 140, 93 (1867)
H. Schiff, Justus Liebigs. Ann. Chem. 148, 330 (1868)
H. Schiff, Justus Liebigs. Ann. Chem. 201, 355 (1880)
H. Schiff, Justus Liebigs. Ann. Chem. 210, 114 (1881)
H. Schiff, Chem. Ber. 25, 1936 (1892)

Sonn-Müller method

Sonn-Müller method

References:
A. Sonn, E. Müller, Chem. Ber. 52, 1927 (1919)
T. Reichstein, H. Zschokke, Helv. Chim. Acta 15, 1105 (1932)
W.E. Bachmann, J. Am. Chem. Soc. 57, 1381 (1935)

Stephen aldehyde synthesis

Stephen aldehyde synthesis

References:
H. Stephen, J. Chem, Soc. 127, 1874 (1925)

Stobbe condensation

Stobbe condensation

References:
H. Stobbe, Chem. Ber. 26, 2312 (1893)
H. Stobbe, Justus Liebigs. Ann. Chem. 282, 280 (1894)

Tebbe olefination

Olefination de Tebbe

References:
F. N. Tebbe, G.W. Parshall, G.S. Reddy, J. Am. Chem. Soc. 100, 3611 (1978)

Thorpe reaction

Thorpe reaction

References:
H. Baron, F. G. P. Remfry, J. F. Thorpe, J. Chem. Soc. 85, 1726 (1904)
J.F. Thorpe et al., J. Chem. Soc. 87, 15 (1905)
J.F. Thorpe et al., J. Chem. Soc. 89, 631 (1906)
J.F. Thorpe et al., J. Chem. Soc. 89, 1906 (1906)
J.F. Thorpe et al., J. Chem. Soc. 91, 578 (1907)
J.F. Thorpe et al., J. Chem. Soc. 91, 1004 (1907)
J.F. Thorpe et al., J. Chem. Soc. 91, 1282 (1907)
J.F. Thorpe et al., J. Chem. Soc. 91, 1687 (1907)
J.F. Thorpe et al., J. Chem. Soc. 93, 165 (1908)
J.F. Thorpe et al., J. Chem. Soc. 99, 422 (1911)
J.F. Thorpe et al., J. Chem. Soc. 103, 1586 (1913)
J.F. Thorpe et al., J. Chem. Soc. 115, 686 (1919)
J.F. Thorpe et al., J. Chem. Soc. 117, 1465 (1920)

Ugi reaction (four-component condensation)

Ugi reaction (four-component condensation)

References:
I. Ugi, Angew. Chem. Int. Ed. 1, 8 (1962)

Wittig reaction

Wittig reaction

References:
G. Wittig, U. Schollkopf, Chem. Ber. 87, 1318 (1954)
G. Wittig, W. Haag, Chem. Ber. 88, 1654 (1955)

Wöhler synthesis

Síntesis de Wohler

References:
F. Wohler, Pogg. Anal. 12, 253 (1828)

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