<MultiModal>![OC(C1=CC=CC=C1)CN(S(C2=CC=C(C)C=C2)(=O)=O)CC(C3=CC=CC=C3)=C>FB(F)F>[$\mathbf{A}$],$\mathbf{A}$ is the reaction product](/media/uploads/f7d38fb4-1933-44cc-b776-7cc3ad8399bd.png)</MultiModal>

Given that $\mathbf{A}$ contains four rings. Without considering enantiomers, write the structural formula of $\mathbf{A}$.
<MultiModal>![OC(C1=CC=CC=C1)CN(S(C2=CC=C(C)C=C2)(=O)=O)CC(C3=CC=CC=C3)=C>FB(F)F>[$\mathbf{A}$],$\mathbf{A}$是反应产物](/media/uploads/f7d38fb4-1933-44cc-b776-7cc3ad8399bd.png)</MultiModal>

已知$\mathbf{A}$中有四个环。不考虑对映异构的情况下，试写出$\mathbf{A}$的结构式。
All other options are incorrect
<MultiModal>![C[C@@]1(C2=CC=CC=C2)O[C@H](C3=CC=CC=C3)CN(S(C4=CC=C(C)C=C4)(=O)=O)C1](/media/uploads/83536748-b04e-44d6-b518-7eea6ebbce20.png)</MultiModal>
<MultiModal>![C[C@]1(C2=CC=CC=C2)O[C@H](C3=CC=CC=C3)CN(S(C4=CC=C(C)C=C4)(=O)=O)C1](/media/uploads/cb4dad59-7d1c-4053-a6f7-d47dd7356cfa.png)</MultiModal>
<MultiModal>![C[C@@H]1CN(S(C2=CC=C(C)C=C2)(=O)=O)[C@]([H])([C@@](C)(C3=CC=CC=C3)[H])O1](/media/uploads/6bb1f8b9-c196-490d-90a0-01e1426979f4.png)</MultiModal>
<MultiModal>![clipboard_image_1753890900523](/media/uploads/6cc8fa34-94a8-4678-bddb-9e4ed0fd2002.png)</MultiModal>
<MultiModal>![C[C@@H]1CN(S(C2=CC=C(C)C=C2)(=O)=O)[C@]([H])([C@](C)(C3=CC=CC=C3)[H])O1](/media/uploads/b2843d26-c6ce-48c1-b2cb-55ddc5b7776c.png)</MultiModal>
<MultiModal>![C[C@@H]1CN(S(C2=CC=C(C)C=C2)(=O)=O)[C@@]([H])([C@](C)(C3=CC=CC=C3)[H])O1](/media/uploads/a1d0a971-c79c-4ecb-bccc-70157d7d7c52.png)</MultiModal>
其他选项均不正确
<MultiModal>![C[C@@]1(C2=CC=CC=C2)O[C@H](C3=CC=CC=C3)CN(S(C4=CC=C(C)C=C4)(=O)=O)C1](/media/uploads/83536748-b04e-44d6-b518-7eea6ebbce20.png)</MultiModal>


<MultiModal>![C[C@]1(C2=CC=CC=C2)O[C@H](C3=CC=CC=C3)CN(S(C4=CC=C(C)C=C4)(=O)=O)C1](/media/uploads/cb4dad59-7d1c-4053-a6f7-d47dd7356cfa.png)</MultiModal>
<MultiModal>![C[C@@H]1CN(S(C2=CC=C(C)C=C2)(=O)=O)[C@]([H])([C@@](C)(C3=CC=CC=C3)[H])O1](/media/uploads/6bb1f8b9-c196-490d-90a0-01e1426979f4.png)</MultiModal>

<MultiModal>![clipboard_image_1753890900523](/media/uploads/6cc8fa34-94a8-4678-bddb-9e4ed0fd2002.png)</MultiModal>
<MultiModal>![C[C@@H]1CN(S(C2=CC=C(C)C=C2)(=O)=O)[C@]([H])([C@](C)(C3=CC=CC=C3)[H])O1](/media/uploads/b2843d26-c6ce-48c1-b2cb-55ddc5b7776c.png)</MultiModal>
<MultiModal>![C[C@@H]1CN(S(C2=CC=C(C)C=C2)(=O)=O)[C@@]([H])([C@](C)(C3=CC=CC=C3)[H])O1](/media/uploads/a1d0a971-c79c-4ecb-bccc-70157d7d7c52.png)</MultiModal>
From the hint that $\mathbf{A}$ has four rings, it can be seen that an extra ring was formed in the reaction

<Checkpoint>[From the hint that $\mathbf{A}$ has four rings, it can be seen that an extra ring was formed in the reaction](1)</Checkpoint>

$\mathrm{BF_3}$ is a Lewis acid, which first coordinates with the hydroxyl group to enhance the acidity of hydrogen

<Checkpoint>[$\mathrm{BF_3}$ is a Lewis acid, which first coordinates with the hydroxyl group to enhance the acidity of hydrogen](1)</Checkpoint>

<MultiModal>![C=C(C1=CC=CC=C1)CN(S(C2=CC=C(C)C=C2)(=O)=O)C[C@@H](C3=CC=CC=C3)[O+]([B-](F)(F)F)[H]](/media/uploads/ebf0f2d0-fa31-4795-9993-fe51e44e1fd5.png)</MultiModal>

<Checkpoint>[Intermediate 1: C=C(C1=CC=CC=C1)CN(S(C2=CC=C(C)C=C2)(=O)=O)C[C@@H](1)</Checkpoint>

Then the double bond is protonated to form a stable carbocation

<Checkpoint>[Then the double bond is protonated to form a stable carbocation](1)</Checkpoint>

<MultiModal>![C[C+](C1=CC=CC=C1)CN(S(C2=CC=C(C)C=C2)(=O)=O)C[C@@H](C3=CC=CC=C3)O[B-](F)(F)F](/media/uploads/93247884-9c8d-4740-80d4-4364fc769731.png)</MultiModal>

<Checkpoint>[Intermediate 2: C[C+](C1=CC=CC=C1)CN(S(C2=CC=C(C)C=C2)(=O)=O)C[C@@H](C3=CC=CC=C3)O[B-](F)(F)F](1)</Checkpoint>

Since the intramolecular six-membered ring formation is relatively rapid and the carbocation is relatively stable, rearrangement is not considered

<Checkpoint>[Since the intramolecular six-membered ring formation is relatively rapid and the carbocation is relatively stable, rearrangement is not considered](1)</Checkpoint>

The total repulsion of the system is minimal when the benzene ring is in the equatorial position, so it tends to form the following conformation, in which both the phenyl group and the p-toluenesulfonyl group are in the equatorial position, and the methyl group is in the axial position

<MultiModal>![C[C@@]1(C2=CC=CC=C2)O[C@H](C3=CC=CC=C3)CN(S(C4=CC=C(C)C=C4)(=O)=O)C1](/media/uploads/d4c33a79-1310-4a67-83a8-a5733d900926.png)</MultiModal>

<Checkpoint>[The total repulsion of the system is minimal when the benzene ring is in the equatorial position](1)</Checkpoint>

<Checkpoint>[Final product: C[C@@]1(C2=CC=CC=C2)O[C@H](C3=CC=CC=C3)CN(S(C4=CC=C(C)C=C4)(=O)=O)C1](1)</Checkpoint>
由$\mathbf{A}$中有四个环的提示可知该反应额外成了一个环

<Checkpoint>[由$\mathbf{A}$中有四个环的提示可知该反应额外成了一个环](1)</Checkpoint>

$\mathrm{BF_3}$是路易斯酸，首先与羟基配位，增强氢的酸性

<Checkpoint>[$\mathrm{BF_3}$是路易斯酸，首先与羟基配位，增强氢的酸性](1)</Checkpoint>

<MultiModal>![C=C(C1=CC=CC=C1)CN(S(C2=CC=C(C)C=C2)(=O)=O)C[C@@H](C3=CC=CC=C3)[O+]([B-](F)(F)F)[H]](/media/uploads/ebf0f2d0-fa31-4795-9993-fe51e44e1fd5.png)</MultiModal>

<Checkpoint>[中间体1：C=C(C1=CC=CC=C1)CN(S(C2=CC=C(C)C=C2)(=O)=O)C[C@@H](1)</Checkpoint>

接着双键质子化形成稳定的碳正离子

<Checkpoint>[接着双键质子化形成稳定的碳正离子](1)</Checkpoint>

<MultiModal>![C[C+](C1=CC=CC=C1)CN(S(C2=CC=C(C)C=C2)(=O)=O)C[C@@H](C3=CC=CC=C3)O[B-](F)(F)F](/media/uploads/93247884-9c8d-4740-80d4-4364fc769731.png)</MultiModal>

<Checkpoint>[中间体2：C[C+](C1=CC=CC=C1)CN(S(C2=CC=C(C)C=C2)(=O)=O)C[C@@H](C3=CC=CC=C3)O[B-](F)(F)F](1)</Checkpoint>

由于该分子内六元环成环较为迅速，且该碳正离子比较稳定，因此不考虑发生重排

<Checkpoint>[由于该分子内六元环成环较为迅速，且该碳正离子比较稳定，因此不考虑发生重排](1)</Checkpoint>

苯环在平伏键时体系总的排斥最小，因此倾向于形成以下构象，其中苯基与对甲苯磺酰基均位于平伏键，甲基处于直立键

<MultiModal>![C[C@@]1(C2=CC=CC=C2)O[C@H](C3=CC=CC=C3)CN(S(C4=CC=C(C)C=C4)(=O)=O)C1](/media/uploads/d4c33a79-1310-4a67-83a8-a5733d900926.png)</MultiModal>

<Checkpoint>[苯环在平伏键时体系总的排斥最小](1)</Checkpoint>

<Checkpoint>[最终产物：C[C@@]1(C2=CC=CC=C2)O[C@H](C3=CC=CC=C3)CN(S(C4=CC=C(C)C=C4)(=O)=O)C1](1)</Checkpoint>