Rubidium substituted derivatives

In comparison with conventional nucleophilic displacement of other groups, such as chlorine, bromine and iodine, fluorodenitration is much faster. Therefore, substitution can be carried out under milder reaction conditions. In particular, lower temperatures allow the synthesis of complex, thermolabile derivatives, e.g. [ F]spiroperidol from its inactive nitro analog using rubidium [ F]fluoride. ... 

N3NH4 Ammonium azide, 2 136 NsNa Sodium azide, 1 79 2 139 NsRb Rubidium azide, 1 79 (Ns)2CO Carbonyl azide, 4 35 N3SCNHC6H5 5-Anilino-l,2,3,4-thiatriazole, 6 45 NsSCNH2 5-Amino-l,2,3,4-thia-triazole, 6 42 5-(substituted)-amino derivatives, 6 44 (N3SCS)2 Azido-carbon disulfide, 1 81, 82... 

The use of a substoichiometric amount (20 mol%) of an external chiral source was first demonstrated in the asymmetric olefination of a 4-substituted cyclohexanone [103] by using a chiral phase-transfer catalyst 186 derived from cinchonine here, a combination of the chiral phase-transfer catalyst and rubidium hydroxide as a base was essential in generating the dissymmetric alkene 187 with 57% ee after a re-esterification step (Scheme 7.30). Though the problem of low turnover still has to be solved, this result provided an informative concept for the... 

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