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碘（III）介导的无环单萜类化合物的卤化反应。

Iodine(III)-mediated halogenations of acyclic monoterpenoids.

作者信息

Peilleron Laure, Grayfer Tatyana D, Dubois Joëlle, Dodd Robert H, Cariou Kevin

机构信息

Institut de Chimie des Substances Naturelles, CNRS UPR 2301, Université Paris-Sud, Université Paris-Saclay, Avenue de la Terrasse, 91198 Gif-sur-Yvette, France.

出版信息

Beilstein J Org Chem. 2018 May 18;14:1103-1111. doi: 10.3762/bjoc.14.96. eCollection 2018.

DOI:10.3762/bjoc.14.96
PMID:29977382
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC6009204/
Abstract

Five different halofunctionalizations of acyclic monoterpenoids were performed using a combination of a hypervalent iodine(III) reagent and a halide salt. In this manner, the dibromination, the bromo(trifluoro)acetoxylation, the bromohydroxylation, the iodo(trifluoro)acetoxylation or the ene-type chlorination of the distal trisubstituted double bond occurred with excellent selectivity and moderate to good yields.

摘要

使用高价碘（III）试剂和卤化物盐的组合对无环单萜进行了五种不同的卤官能化反应。通过这种方式，末端三取代双键的二溴化、溴（三氟）乙酰氧基化、溴羟基化、碘（三氟）乙酰氧基化或烯型氯化反应以优异的选择性和中等至良好的产率发生。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/a8f7/6009204/bae85f9d60fa/Beilstein_J_Org_Chem-14-1103-g010.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/a8f7/6009204/7c5a9d345712/Beilstein_J_Org_Chem-14-1103-g002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/a8f7/6009204/fb0be9c8d570/Beilstein_J_Org_Chem-14-1103-g004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/a8f7/6009204/3f575f08244c/Beilstein_J_Org_Chem-14-1103-g003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/a8f7/6009204/94d3260f6b49/Beilstein_J_Org_Chem-14-1103-g005.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/a8f7/6009204/f62a1e687101/Beilstein_J_Org_Chem-14-1103-g006.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/a8f7/6009204/2e7ed7d236fd/Beilstein_J_Org_Chem-14-1103-g007.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/a8f7/6009204/673100608db3/Beilstein_J_Org_Chem-14-1103-g008.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/a8f7/6009204/6a72bfb60a88/Beilstein_J_Org_Chem-14-1103-g009.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/a8f7/6009204/bae85f9d60fa/Beilstein_J_Org_Chem-14-1103-g010.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/a8f7/6009204/7c5a9d345712/Beilstein_J_Org_Chem-14-1103-g002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/a8f7/6009204/fb0be9c8d570/Beilstein_J_Org_Chem-14-1103-g004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/a8f7/6009204/3f575f08244c/Beilstein_J_Org_Chem-14-1103-g003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/a8f7/6009204/94d3260f6b49/Beilstein_J_Org_Chem-14-1103-g005.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/a8f7/6009204/f62a1e687101/Beilstein_J_Org_Chem-14-1103-g006.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/a8f7/6009204/2e7ed7d236fd/Beilstein_J_Org_Chem-14-1103-g007.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/a8f7/6009204/673100608db3/Beilstein_J_Org_Chem-14-1103-g008.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/a8f7/6009204/6a72bfb60a88/Beilstein_J_Org_Chem-14-1103-g009.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/a8f7/6009204/bae85f9d60fa/Beilstein_J_Org_Chem-14-1103-g010.jpg

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