PIDA is a commonly used relatively mild oxidizing agent.

<MultiModal>![C=CC1=CC=C(OC)C=C1>$PIDA$.$MeOH$>$H_3O^+$>[A],A is the reaction product](/media/uploads/cbad8e45-c306-4f7c-a6ab-90ef4a4149a0.png)</MultiModal>

<MultiModal>![O=C(CC)C1=CC=C(OC)C=C1>$PIDA$.$CH(OMe)_3$.$CF_3SO_3H$>[B],B is the reaction product](/media/uploads/046b4ed1-f7ad-48fe-a6e2-c37347225edc.png)</MultiModal>

Please try to predict the main products of the above two reactions.
PIDA是常见的相对温和的氧化剂。

<MultiModal>![C=CC1=CC=C(OC)C=C1>$PIDA$.$MeOH$>$H_3O^+$>[A],A是反应产物](/media/uploads/cbad8e45-c306-4f7c-a6ab-90ef4a4149a0.png)</MultiModal>

<MultiModal>![O=C(CC)C1=CC=C(OC)C=C1>$PIDA$.$CH(OMe)_3$.$CF_3SO_3H$>[B],B是反应产物](/media/uploads/046b4ed1-f7ad-48fe-a6e2-c37347225edc.png)</MultiModal>

请尝试预测以上两个反应的主产物
All other options are incorrect
<MultiModal>![CC(C1=CC=C(OC)C=C1)=O,Product A](/media/uploads/8c9fd194-808c-48bc-aa2c-03d11b18e492.png)</MultiModal>

Product A

<MultiModal>![O=C(C(O)C)C1=CC=C(OC)C=C1,Product B](/media/uploads/bb7a33d9-8363-4699-b144-9db9a6c94682.png)</MultiModal>

Product B
<MultiModal>![CC(C1=CC=C(OC)C=C1)=O,Product A](/media/uploads/8c9fd194-808c-48bc-aa2c-03d11b18e492.png)</MultiModal>

Product A

<MultiModal>![O=C1C2=CC=C(OC)C=C2CC1,Product B](/media/uploads/09f68671-e5ee-4330-b0f4-b05f8f24bc85.png)</MultiModal>

Product B
<MultiModal>![CC(C1=CC=C(OC)C=C1)=O,Product A](/media/uploads/8c9fd194-808c-48bc-aa2c-03d11b18e492.png)</MultiModal>

Product A  

<MultiModal>![O=C1C2=CC=C(OC)C=C2C=C1,Product B](/media/uploads/fc677fbd-e91d-4629-ad7b-6c11d0d4d70f.png)</MultiModal>  

Product B
<MultiModal>![OC(CO)C1=CC=C(OC)C=C1,Product A](/media/uploads/c4964260-4926-4736-8093-18169527cc4e.png)</MultiModal>

Product A  

<MultiModal>![O=C(C(OC)C)C1=CC=C(OC)C=C1,Product B](/media/uploads/ec200488-9b53-49ef-b2d1-effe435893d7.png)</MultiModal>  

Product B
<MultiModal>![O=CCC1=CC=C(OC)C=C1,Product A](/media/uploads/5ac294cd-3e25-46b5-91d4-4c78e418fedc.png)</MultiModal>

Product A

<MultiModal>![O=C(C(OC)C)C1=CC=C(OC)C=C1,Product B](/media/uploads/ec200488-9b53-49ef-b2d1-effe435893d7.png)</MultiModal>

Product B
<MultiModal>![O=CCC1=CC=C(OC)C=C1, Product A](/media/uploads/5ac294cd-3e25-46b5-91d4-4c78e418fedc.png)</MultiModal>

Product A

<MultiModal>![O=C1C2=CC=C(OC)C=C2C=C1, Product B](/media/uploads/fc677fbd-e91d-4629-ad7b-6c11d0d4d70f.png)</MultiModal>

Product B
<MultiModal>![CC(C1=CC=C(OC)C=C1)=O,Product A](/media/uploads/8c9fd194-808c-48bc-aa2c-03d11b18e492.png)</MultiModal>  

Product A  

<MultiModal>![CC(C(OC)=O)C1=CC=C(OC)C=C1,Product B](/media/uploads/632b17b0-77f5-46fc-8d3e-0e494549effc.png)</MultiModal>  

Product B
其他选项均不正确
<MultiModal>![CC(C1=CC=C(OC)C=C1)=O,产物A](/media/uploads/8c9fd194-808c-48bc-aa2c-03d11b18e492.png)</MultiModal>

产物A

<MultiModal>![O=C(C(O)C)C1=CC=C(OC)C=C1,产物B](/media/uploads/bb7a33d9-8363-4699-b144-9db9a6c94682.png)</MultiModal>

产物B

<MultiModal>![CC(C1=CC=C(OC)C=C1)=O,产物A](/media/uploads/8c9fd194-808c-48bc-aa2c-03d11b18e492.png)</MultiModal>

产物A

<MultiModal>![O=C1C2=CC=C(OC)C=C2CC1,产物B](/media/uploads/09f68671-e5ee-4330-b0f4-b05f8f24bc85.png)</MultiModal>

产物B
<MultiModal>![CC(C1=CC=C(OC)C=C1)=O,产物A](/media/uploads/8c9fd194-808c-48bc-aa2c-03d11b18e492.png)</MultiModal>

产物A

<MultiModal>![O=C1C2=CC=C(OC)C=C2C=C1,产物B](/media/uploads/fc677fbd-e91d-4629-ad7b-6c11d0d4d70f.png)</MultiModal>

产物B
<MultiModal>![OC(CO)C1=CC=C(OC)C=C1,产物A](/media/uploads/c4964260-4926-4736-8093-18169527cc4e.png)</MultiModal>

产物A

<MultiModal>![O=C(C(OC)C)C1=CC=C(OC)C=C1,产物B](/media/uploads/ec200488-9b53-49ef-b2d1-effe435893d7.png)</MultiModal>

产物B
<MultiModal>![O=CCC1=CC=C(OC)C=C1,产物A](/media/uploads/5ac294cd-3e25-46b5-91d4-4c78e418fedc.png)</MultiModal>

产物A

<MultiModal>![O=C(C(OC)C)C1=CC=C(OC)C=C1,产物B](/media/uploads/ec200488-9b53-49ef-b2d1-effe435893d7.png)</MultiModal>

产物B
<MultiModal>![O=CCC1=CC=C(OC)C=C1,产物A](/media/uploads/5ac294cd-3e25-46b5-91d4-4c78e418fedc.png)</MultiModal>

产物A

<MultiModal>![O=C1C2=CC=C(OC)C=C2C=C1,产物B](/media/uploads/fc677fbd-e91d-4629-ad7b-6c11d0d4d70f.png)</MultiModal>

产物B
<MultiModal>![CC(C1=CC=C(OC)C=C1)=O,产物A](/media/uploads/8c9fd194-808c-48bc-aa2c-03d11b18e492.png)</MultiModal>

产物A

<MultiModal>![CC(C(OC)=O)C1=CC=C(OC)C=C1,产物B](/media/uploads/632b17b0-77f5-46fc-8d3e-0e494549effc.png)</MultiModal>

产物B
For Reaction 1, the substrate first reacts with PIDA to generate an intermediate  

<MultiModal>![C[O+]=C(C=C/1)C=CC1=C\CI(C2=CC=CC=C2)OC(C)=O](/media/uploads/9ceea8e5-5707-4b8f-a2b2-ce3a4fd06df2.png)</MultiModal>  

<Checkpoint>[The substrate first reacts with PIDA to generate the intermediate C[O+]=C(C=C/1)C=CC1=C\CI(C2=CC=CC=C2)OC(C)=O](1)</Checkpoint>  

Subsequently, it may further react with methanol to form the intermediate  

<MultiModal>![COC1=CC=C(C(OC)CI(C2=CC=CC=C2)OC(C)=O)C=C1](/media/uploads/5a074d58-b892-4b7e-b6eb-9ff0982b1219.png)</MultiModal>  

<Checkpoint>[Further reaction with methanol forms the intermediate COC1=CC=C(C(OC)CI(C2=CC=CC=C2)OC(C)=O)C=C1](1)</Checkpoint>  

The electron-rich benzene ring preferentially migrates over hydrogen  

<Checkpoint>[The electron-rich benzene ring preferentially migrates over hydrogen](1)</Checkpoint>  

to yield the intermediate  

<MultiModal>![COC1=CC=C(C/C=[O+]/C)C=C1](/media/uploads/af7b2831-9b6d-40cb-8289-bcdf9ab4fbb0.png)</MultiModal>  

<Checkpoint>[Benzene ring migration yields the intermediate COC1=CC=C(C/C=[O+]/C)C=C1](1)</Checkpoint>  

The resulting intermediate undergoes hydrolysis to give the final aldehyde product  

<MultiModal>![O=CCC1=CC=C(OC)C=C1](/media/uploads/bd02c9e0-4956-4070-bef4-5c169e35c720.png)</MultiModal>  

<Checkpoint>[The intermediate undergoes hydrolysis to yield product **A**, O=CCC1=CC=C(OC)C=C1](2)</Checkpoint>  

For Reaction 2, the first possible intermediate is  

<MultiModal>![O=C(C(I(OC(C)=O)C1=CC=CC=C1)C)C2=CC=C(OC)C=C2](/media/uploads/4cb937e7-96f9-44b5-a282-cb36e46903af.png)</MultiModal>  

<Checkpoint>[The intermediate  
O=C(C(I(OC(C)=O)C1=CC=CC=C1)C)C2=CC=C(OC)C=C2](1)</Checkpoint>  

Subsequently, it undergoes further esterification to give the intermediate  

<MultiModal>![CC(I(OC(C)=O)C1=CC=CC=C1)C(OC)(OC)C2=CC=C(OC)C=C2](/media/uploads/c6991020-c121-4736-9023-2657b1a5ac18.png)</MultiModal>  

<Checkpoint>[Further esterification yields the intermediate CC(I(OC(C)=O)C1=CC=CC=C1)C(OC)(OC)C2=CC=C(OC)C=C2](1)</Checkpoint>  

Finally, the benzene ring migrates, and hydrolysis gives the final product  

<Checkpoint>[Benzene ring migration and hydrolysis yield the final product **B**](1)</Checkpoint>  

<MultiModal>![CC(C(OC)=O)C1=CC=C(OC)C=C1, product B](/media/uploads/632b17b0-77f5-46fc-8d3e-0e494549effc.png)</MultiModal>  

<Checkpoint>[Product **B** is CC(C(OC)=O)C1=CC=C(OC)C=C1](2)</Checkpoint>  

Thus, none of the options match the structure, and option A is correct.
对于反应1来说，底物首先与PIDA反应生成中间体

<MultiModal>![C[O+]=C(C=C/1)C=CC1=C\CI(C2=CC=CC=C2)OC(C)=O](/media/uploads/9ceea8e5-5707-4b8f-a2b2-ce3a4fd06df2.png)</MultiModal>

<Checkpoint>[底物首先与PIDA反应生成中间体C[O+]=C(C=C/1)C=CC1=C\CI(C2=CC=CC=C2)OC(C)=O](1)</Checkpoint>

接着可能与甲醇继续反应形成中间体

<MultiModal>![COC1=CC=C(C(OC)CI(C2=CC=CC=C2)OC(C)=O)C=C1](/media/uploads/5a074d58-b892-4b7e-b6eb-9ff0982b1219.png)</MultiModal>

<Checkpoint>[与甲醇继续反应形成中间体COC1=CC=C(C(OC)CI(C2=CC=CC=C2)OC(C)=O)C=C1](1)</Checkpoint>

富电子的苯环优先于氢进行迁移

<Checkpoint>[富电子的苯环优先于氢进行迁移](1)</Checkpoint>

得到中间体

<MultiModal>![COC1=CC=C(C/C=[O+]/C)C=C1](/media/uploads/af7b2831-9b6d-40cb-8289-bcdf9ab4fbb0.png)</MultiModal>

<Checkpoint>[苯环迁移得到中间体COC1=CC=C(C/C=[O+]/C)C=C1](1)</Checkpoint>

所得中间体进行水解，得到最终的醛类产物

<MultiModal>![O=CCC1=CC=C(OC)C=C1](/media/uploads/bd02c9e0-4956-4070-bef4-5c169e35c720.png)</MultiModal>

<Checkpoint>[中间体进行水解得到产物**A**，O=CCC1=CC=C(OC)C=C1](2)</Checkpoint>

对于反应2，首先可能得到中间体

<MultiModal>![O=C(C(I(OC(C)=O)C1=CC=CC=C1)C)C2=CC=C(OC)C=C2](/media/uploads/4cb937e7-96f9-44b5-a282-cb36e46903af.png)</MultiModal>

<Checkpoint>[中间体
O=C(C(I(OC(C)=O)C1=CC=CC=C1)C)C2=CC=C(OC)C=C2](1)</Checkpoint>

随后进一步被酯化，得到中间体

<MultiModal>![CC(I(OC(C)=O)C1=CC=CC=C1)C(OC)(OC)C2=CC=C(OC)C=C2](/media/uploads/c6991020-c121-4736-9023-2657b1a5ac18.png)</MultiModal>

<Checkpoint>[进一步酯化得到中间体CC(I(OC(C)=O)C1=CC=CC=C1)C(OC)(OC)C2=CC=C(OC)C=C2](1)</Checkpoint>

最后发生苯环的迁移，经水解得到最终产物

<Checkpoint>[苯环迁移，水解得到最终产物**B**](1)</Checkpoint>

<MultiModal>![CC(C(OC)=O)C1=CC=C(OC)C=C1,产物B](/media/uploads/632b17b0-77f5-46fc-8d3e-0e494549effc.png)</MultiModal>

<Checkpoint>[产物**B**为CC(C(OC)=O)C1=CC=C(OC)C=C1](2)</Checkpoint>

从而没有选项匹配结构，选项A正确。