Abstract
Diacetoxyiodobenzene combined with NaBr was found to be an efficient, mild and practical reagent for the oxidative methyl esterification of aldehydes.
References
1.
(a)
Larock R.C.
, Comprehensive Organic Transformations ; VCH : New York , 1989 , pp. 840 .
2.
March J.
, Advanced Organic Chemistry ; John Wiley & Sons : New York , 1992 , pp. 1196 .
3.
Craig J.C.
, and
Horning E. C.
, J. Org. Chem. , 1960 , 25 , 2098 .
4.
Mavel E.N.
, and
Joncich M. J.
, J. Am. Chem. Soc. , 1951 , 73 , 973 .
5.
(a)
Adams A.D.
,
Schlessinger R. H.
,
Tata J. R.
, and
Venit J. J.
, J. Org. Chem. , 1986 , 51 , 3070 .
6.
Corey E.J.
,
Gilman M. W.
, and
Ganem B. E.
, J. Am. Chem. Soc. , 1968 , 90 , 5616 .
7.
Espenson J.H.
,
Zhu Z.
, and
Zauche T. H
, J. Org. Chem. , 1999 , 64 , 1191 .
8.
Grigg R.
,
Mitchell T. R. B.
, and
Sutthivaiyakit S.
, Tetrahedron , 1981 , 37 , 4313 .
9.
Rajendran S.
, and
Trivedi D. C.
, Synthesis , 1995 , 153 .
10.
Bal B.S.
,
Childers Y. W.
, and
Pinnick H. W.
, Tetrahedron , 1981 , 37 , 2091 .
11.
O'Connor B.
, and
Just G.
, Tetrahedron Lett. , 1987 , 28 , 3235 .
12.
Thomason S.C.
, and
Kubler D. G.
, J. Chem. Educ. , 1968 , 45 , 546 .
13.
Sato K.
,
Hyodo M.
,
Takagi J.
,
Aoki M.
, and
Noyori R.
, Tetrahedron Lett. , 2000 , 41 , 1439 .
14.
Gopinath R.
, and
Patel B. K.
, Org. Lett. , 2000 , 5 , 577 .
15.
Chavan S.P.
,
Dantale S. W.
,
Govande C. A.
,
Venkataraman M. S.
, and
Praveen C.
, Synlett , 2002 , 2 , 267 .
16.
(a)
Ogawa T.
, and
Matsui M.
, J. Am. Chem. Soc. , 1976 , 98 , 1629 , (b) C. McDonald, H. Holcomb, K. Kennedy, E. Kirkpatrick, T. Leathers and P. Vanemon, J. Org. Chem. , 1989, 54 , 1213.
17.
Stevens R.V.
,
Chapman K. T.
,
Stubbs C. A.
,
Tam W. W.
, and
Albizati K. F.
, Tetrahedron Lett. , 1982 , 23 , 4647 .
18.
Sundararaman S.
,
McEwen R. S.
, and
Herz W.
, Tetrahedron Lett. , 1973 , 3809 .
19.
Shono T.
,
Matsumura Y.
,
Hayashi J.
,
Inoue K.
,
Iwasaki F.
, and
Itoh T.
, J. Org. Chem. , 1985 , 50 , 4367 .
20.
(a)
Stang P.J.
, J. Org. Chem. , 2003 , 68 , 2997 .
21.
Zhdankin V.V.
, and
Stang P.
, J. Chem. Rev. , 2002 , 102 , 2523 .
22.
Moriarty R.M.
, and
Prakash O.
, Org. React. , 2001 , 57 , 327 .
23.
Varvoglis A.
, Hypervalent Iodine in Organic Synthesis ; Academic Press : San Diego , 1997 , pp. 6 .
24.
(a)
Tohma H.
,
Maegawa T.
, and
Kita Y.
, Synlett , 2003 , 5 , 723 .
25.
Tohma H.
,
Takizawa S.
,
Maegawa T.
, and
Kita Y.
, Angew. Chem. Int. Ed. , 2000 , 39 , 1306 .
26.
Braddock D.C.
,
Cansell G.
, and
Hermitage S. A.
, Synlett , 2004 , 3 , 461 .
27.
Karade N.N.
,
Shirodkar S. G.
,
Patil M. N.
,
Potrekar R. A.
, and
Karade H. N.
, Tetrahedron Lett. , 2003 , 44 , 6729 .
28.
(a) Dictionary of Organic Compounds , Chapman and Hall : London , 6th edn., 1996 ; (b) Aldrich Catalogue of Chemicals , 2003.
29.
Varvoglis A.
, and
Spyroudis S.
, Synlett , 1997 , 221 .
