Rhodium-catalyzed imination of sulfoxides and sulfides: Efficient preparation of N-unsubstituted sulfoximines and sulfilimines

被引：168

作者：

Okamura, H ^{[1
]}

Bolm, C ^{[1
]}

机构：

[1] Rhein Westfal TH Aachen, Inst Organ Chem, D-52056 Aachen, Germany

来源：

ORGANIC LETTERS | 2004年 / 6卷 / 08期

关键词：

D O I：

10.1021/ol049715n

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The Rh(II)-catalyzed imination of sulfoxides and sulfides using [Rh-2(OAC)(4)] as a catalyst and trifluoroacetamide or sulfonylamides in combination with iodobenzene diacetate and magnesium oxide affords sulfoximines and sulfilimines, respectively, in a stereospecific manner.

引用

页码：1305 / 1307

页数：3

共 48 条

[11] Sulfoximines in pseudopeptides [J].

Bolm, C ;

Kahmann, JD ;

Moll, G .

TETRAHEDRON LETTERS, 1997, 38 (07) :1169-1172

[12]

Bolm C, 1999, SYNTHESIS-STUTTGART, P1251

[13] An efficient resolution of (+/-)-S-methyl-S-phenylsulfoximine with (+)-10-camphorsulfonic acid by the method of half-quantities [J].

Brandt, J ;

Gais, HJ .

TETRAHEDRON-ASYMMETRY, 1997, 8 (06) :909-912

[14]

BUDAVARI S, 1996, MERCK INDEX, P451

[15] A study of the functional group compatibility of sulfoximination methods [J].

Cren, S ;

Kinahan, TC ;

Skinner, CL ;

Tye, H .

TETRAHEDRON LETTERS, 2002, 43 (15) :2749-2751

[16] Iminoiodanes and C-N bond formation in organic synthesis [J].

Dauban, P ;

Dodd, RH .

SYNLETT, 2003, (11) :1571-1586

[17] Synthesis and structure of novel 1λ4,2,6-thiadiazines [J].

Diederich, WE ;

Haake, M .

JOURNAL OF ORGANIC CHEMISTRY, 2003, 68 (10) :3817-3830

[18]

Fieser M., 1975, REAGENTS ORGANIC SYN, V5, P430

[19]

FURUKAWA N, 1972, TETRAHEDRON LETT, P1619

[20]

FUSCO R, 1965, CHIM IND-MILAN, V47, P61

← 1 2 3 4 5 →