Metal-Free Preparation of Cycloalkyl Aryl SulfidesviaDi-tert-butyl Peroxide-Promoted Oxidative C(sp3)H Bond Thiolation of Cycloalkanes
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چکیده
منابع مشابه
Oxygen–oxygen bond dissociation enthalpies of di-tert-butyl peroxide and di-trifluoromethyl peroxide
The oxygen–oxygen bond dissociation enthalpies in di-tert-butyl peroxide (Me3CO–OCMe3) and di-trifluoromethyl peroxide (F3CO– OCF3) were determined using MP2, the hybrid functional B3LYP, and the CBS-QB3 method. Comparison of the performances of these methods, with particular emphasis on extrapolation procedures to infinite basis-set, showed that only CBS-QB3 is suitable for the accurate calcul...
متن کاملAryl tert-butyl sulfoxide-promoted highly enantioselective addition of allyltrichlorosilane to aldehydes.
A series of enantiomerically pure mono- and bis-aryl tert-butyl sulfoxides were synthesised to promote the enantioselective allylation of aldehydes with allyltrichlorosilane. Moderate to good yields and modest to high enantioselectivities were achieved. The absence of nonlinear effect, spacer effect, promoter loading and concentration effect indicate that only one molecule of aryl tert-butyl su...
متن کاملPalladium-catalyzed thiolation of alkanes and ethers with arylsulfonyl hydrazides.
A new method for the preparation of alkyl aryl sulfides through direct oxidative thiolation of alkanes or ethers with arylsulfonyl hydrazides using di-tert-butyl peroxide (DTBP) as an oxidant catalyzed by Pd(OAc)2 has been reported. The C-H bonds in various alkanes or ethers were successfully converted into C-S bonds to yield the corresponding sulfides in moderate to good yields.
متن کاملMetal-free nitrative cyclization of N-aryl imines with tert-butyl nitrite: dehydrogenative access to 3-nitroindoles.
We describe here a new metal-free route for the synthesis of 3-nitroindoles by the nitrative cyclization of N-aryl imines with tert-butyl nitrite. The radical transformation allows the assembly of the indole framework through oxidative cleavage of multi C-H bonds, a nitration, cyclization and isomerization cascade.
متن کاملOxidative coupling between C(sp²)-H and C(sp³)-H bonds of indoles and cyclic ethers/cycloalkanes.
Cross-dehydrogenative-coupling (CDC) between C-H/C-H bonds of indoles and cyclic ethers/cycloalkanes is made viable through a simple transition-metal-free pathway. With the aid of only di-tert-butyl peroxide, a number of inactive cyclic ethers and cycloalkanes can be directly coupled with indole derivatives in satisfactory yields.
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ژورنال
عنوان ژورنال: Advanced Synthesis & Catalysis
سال: 2014
ISSN: 1615-4150
DOI: 10.1002/adsc.201400032